Harper is an AI-native commercial insurance company in San Francisco. We're not bolting AI onto insurance — we're rebuilding the entire business as software, on a simple bet: turning expert human judgment into compute is one of the largest transitions left to make, and a trillion-dollar industry still run 90% by hand is the place to prove it. We've grown ~100x in the last year and we move at that speed — on-site, in person, long days, very high standards. Almost no one joins Harper for insurance; they join to build the company that replaces how it works.
This role reports into Head of Partnerships and sits at the intersection of field marketing and partnerships. The partnerships motion is already in early form. Your job is to be in market — creating presence, activating partners, testing what converts, and feeding a clear scoreboard back — not to invent strategy from a desk.
You're not supporting marketing from Slack. That's not a warning — it's the design. Travel is a really big part of this job. Week to week, you are in rooms where partners and buyers actually show up, pressure-testing messaging, running field plays, and turning signal into something the team can run. Early does not always mean revenue yet. It means the motion is being proven in person.
Own field execution for priority partnership markets. Show up, run the play, learn what converts, write it down.
Travel constantly. Being in market is the core of the job, not a perk. San Francisco is home base.
Activate partners that produce signal. Meetings and logos without follow-through don't count; tracked outcomes do.
Run a simple scoreboard. Activity → meetings → referrals → conversion — visible even when revenue is still early.
Close the feedback loop. Turn field insight into messaging, collateral, and handoffs the rest of the team can use.
Experiment fast. Try plays, measure, double down or kill — learning speed over polish.
Own outcomes within your lane. When a motion isn't moving, fix the targeting, message, channel, or handoff.
Travel is the job. If you want a San Francisco desk role with occasional events, this is the wrong seat. You will be in market a lot.
It's measured in movement, not vibes. Events attended don't count if nothing converts or gets tracked. Early markets may not have clean revenue yet — your job is still to create and measure signal.
High agency — you move toward execution, not away from it.
Energized by building from zero rather than rattled by it.
You think in simple systems: insight → play → scoreboard → next move.
Experienced in high-pace environments — typically ~2 years in field marketing, partnerships, growth, BD, GTM, or startup roles, with real ownership already. Startup years are weighted heavily.
You want serious ownership and career capital, not a desk-only marketing job.
2 years in field marketing, partnerships, growth, demand generation, BD, GTM, or a high-intensity startup role, with demonstrated ownership (startup experience weighted heavily)
Evidence you can own messy work end-to-end
Strong written and verbal communication
Ability to operate autonomously and context-switch rapidly
Track record of delivering under pressure with high standards
Based in San Francisco or willing to relocate immediately
Able and willing to travel heavily on a regular basis
Experience in insurance, fintech, or regulated industries
Prior work with founders or small teams
Familiarity with AI/automation tools and workflows
Prior startup or 0→1 experience
Salary: $125,000 - $150,000 + performance bonuses & equity
Location: San Francisco, in-office
Health, dental, and vision insurance
Commuter benefits
Team meals and snacks
Lead screen — initial fit and alignment
Partnerships screen — how you think about opening a market from zero
On-site day — Meet the team, work through real scenarios
Send your resume and tell us about something you owned in market or on a team — what was incomplete, what you did, and what moved. If you're okay with heavy travel and real ownership, apply!
","descriptionPlain":"THE PROBLEM\n\n \n\nHarper is an AI-native commercial insurance company in San Francisco. We're not bolting AI onto insurance — we're rebuilding the entire business as software, on a simple bet: turning expert human judgment into compute is one of the largest transitions left to make, and a trillion-dollar industry still run 90% by hand is the place to prove it. We've grown ~100x in the last year and we move at that speed — on-site, in person, long days, very high standards. Almost no one joins Harper for insurance; they join to build the company that replaces how it works.\n\n \n\n\nTHE ROLE\n\n \n\nThis role reports into Head of Partnerships and sits at the intersection of field marketing and partnerships. The partnerships motion is already in early form. Your job is to be in market — creating presence, activating partners, testing what converts, and feeding a clear scoreboard back — not to invent strategy from a desk.\n\n\n\nYou're not supporting marketing from Slack. That's not a warning — it's the design. Travel is a really big part of this job. Week to week, you are in rooms where partners and buyers actually show up, pressure-testing messaging, running field plays, and turning signal into something the team can run. Early does not always mean revenue yet. It means the motion is being proven in person.\n\n \n\n\nWHAT YOU’LL DO\n\n \n\n - Own field execution for priority partnership markets. Show up, run the play, learn what converts, write it down.\n\n - Travel constantly. Being in market is the core of the job, not a perk. San Francisco is home base.\n\n - Activate partners that produce signal. Meetings and logos without follow-through don't count; tracked outcomes do.\n\n - Run a simple scoreboard. Activity → meetings → referrals → conversion — visible even when revenue is still early.\n\n - Close the feedback loop. Turn field insight into messaging, collateral, and handoffs the rest of the team can use.\n\n - Experiment fast. Try plays, measure, double down or kill — learning speed over polish.\n\n - Own outcomes within your lane. When a motion isn't moving, fix the targeting, message, channel, or handoff.\n\n - Travel is the job. If you want a San Francisco desk role with occasional events, this is the wrong seat. You will be in market a lot.\n\n - It's measured in movement, not vibes. Events attended don't count if nothing converts or gets tracked. Early markets may not have clean revenue yet — your job is still to create and measure signal.\n\n \n\n\nYOU MIGHT BE A FIT IF…\n\n \n\n - High agency — you move toward execution, not away from it.\n\n - Energized by building from zero rather than rattled by it.\n\n - You think in simple systems: insight → play → scoreboard → next move.\n\n - Experienced in high-pace environments — typically ~2 years in field marketing, partnerships, growth, BD, GTM, or startup roles, with real ownership already. Startup years are weighted heavily.\n\n - You want serious ownership and career capital, not a desk-only marketing job.\n\n \n\n\nREQUIREMENTS\n\n \n\n - 2 years in field marketing, partnerships, growth, demand generation, BD, GTM, or a high-intensity startup role, with demonstrated ownership (startup experience weighted heavily)\n\n - Evidence you can own messy work end-to-end\n\n - Strong written and verbal communication\n\n - Ability to operate autonomously and context-switch rapidly\n\n - Track record of delivering under pressure with high standards\n\n - Based in San Francisco or willing to relocate immediately\n\n - Able and willing to travel heavily on a regular basis\n\n \n\n\nNICE TO HAVE\n\n \n\n - Experience in insurance, fintech, or regulated industries\n\n - Prior work with founders or small teams\n\n - Familiarity with AI/automation tools and workflows\n\n - Prior startup or 0→1 experience\n\n \n\n\nCOMPENSATION\n\n \n\n - Salary: $125,000 - $150,000 + performance bonuses & equity\n\n - Location: San Francisco, in-office\n\n \n\n\nBENEFITS\n\n \n\n - Health, dental, and vision insurance\n\n - Commuter benefits\n\n - Team meals and snacks\n\n \n\n\nTHE PROCESS\n\n \n\n 1. Lead screen — initial fit and alignment\n\n 2. Partnerships screen — how you think about opening a market from zero\n\n 3. On-site day — Meet the team, work through real scenarios\n\n \n\n\nTO APPLY\n\n \n\nSend your resume and tell us about something you owned in market or on a team — what was incomplete, what you did, and what moved. If you're okay with heavy travel and real ownership, apply!"},{"id":"36888318-e7b0-43a4-ac62-6e5babc829a6","title":"Performance Marketing & Paid Acquisition Lead","department":"Marketing","team":"Marketing","employmentType":"FullTime","location":"San Francisco","secondaryLocations":[{"location":"New York","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York City"}}}],"publishedAt":"2026-05-14T02:09:05.078+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"California","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/harperinsure/36888318-e7b0-43a4-ac62-6e5babc829a6","applyUrl":"https://jobs.ashbyhq.com/harperinsure/36888318-e7b0-43a4-ac62-6e5babc829a6/application","descriptionHtml":"Harper is an AI-native commercial insurance company in San Francisco. We're not bolting AI onto insurance — we're rebuilding the entire business as software, on a simple bet: turning expert human judgment into compute is one of the largest transitions left to make, and a trillion-dollar industry still run 90% by hand is the place to prove it. We've grown ~100x in the last year and we move at that speed — on-site, in person, long days, very high standards. Almost no one joins Harper for insurance; they join to build the company that replaces how it works.
Harper's growth engine runs on speed, precision, and automation, and you own the digital channels that feed the sales floor — accountable for turning spend into revenue. You own Harper's paid growth machine end-to-end: channel strategy, experimentation, funnel optimization, and automation. The job is simple to state and hard to do — drive qualified demand efficiently and at scale across Google, Meta, and lead-bidding marketplaces, optimizing the full funnel from click to bind.
This is not a brand role — it's a numbers, systems, and scale role. You sit alongside sales and engineering, see how leads convert in real time, and continuously refine campaigns based on what actually closes, not what looks good in a dashboard. Winning in 6–12 months looks like a predictable, scalable paid-growth engine, automation handling large portions of campaign management, and performance playbooks powering rapid vertical expansion.
Own paid acquisition. Manage and scale campaigns across Google, Meta, and lead-bidding marketplaces, with vertical-specific strategies for construction, med spas, manufacturing, and new segments — controlling budget against CAC, conversion, and throughput.
Optimize the full funnel. Work landing pages, messaging, and conversion flows; track performance from click → quote → bind; and partner with sales to read lead quality and adjust targeting in real time.
Experiment relentlessly. Run A/B tests across ads, creative, audiences, and landing pages; scale what works, kill underperformers fast, and build playbooks for new vertical launches.
Automate everything. Work with engineering to automate bidding, pacing, attribution, and reporting; use AI tools to generate and test creative at scale; and build systems that let performance marketing run continuously and efficiently.
You think in CAC, conversion rates, and throughput — and you enjoy owning revenue-impacting systems.
You're hands-on and comfortable operating without layers.
You love testing, iterating, and scaling what works — and killing what doesn't, fast.
You want tight feedback loops with sales and product.
You have 5+ years in performance marketing, paid acquisition, or growth, with hands-on Google Ads and Meta experience at meaningful budgets.
You're comfortable owning outcomes tied to pipeline and revenue, not impressions or clicks.
You're based in San Francisco or willing to relocate.
This is a revenue seat, measured in CAC, qualified pipeline, and what actually binds — not impressions, clicks, or spend deployed. It's on-site in San Francisco, in person, long days, high standards. You own the paid machine end-to-end, which means when a channel's CAC creeps or lead quality drops, finding and fixing it is yours — often the same day. You'll calibrate spend against what sales can actually close and automate the rest, so the job is as much systems thinking and operational discipline as it is media buying.
This is explicitly not a brand or top-of-funnel-only role, and it isn't a place for slow cycles and fixed annual plans. Almost no one takes it for insurance — they take it because owning every paid channel for a company growing ~100x, with a direct line from your spend to closed revenue, is a rare seat. If accountability to revenue is the appeal, apply. If it's a deterrent, it won't get easier here.
Salary: $150,000–$180,000, plus performance bonus and equity.
Location: On-site, San Francisco. Based here or willing to relocate.
Schedule: Monday–Friday, long days, in the building with the team.
Uber commuter benefits
Meals provided — breakfast, lunch, and dinner
Snacks, drinks, and coffee stocked daily
Free gym membership
Health, dental, and vision insurance
5+ years of experience in performance marketing, paid acquisition, or growth marketing roles
Hands-on experience managing Google Ads and Meta (Facebook/Instagram) campaigns with meaningful budgets
Experience running and optimizing lead-based acquisition funnels, ideally for B2B, SMB, or high-consideration products
Strong understanding of CAC, conversion rates, attribution, and funnel economics
Experience with analytics tools (e.g., Google Analytics / GA4), conversion tracking, pixels, and UTM frameworks
Ability to run structured experiments across creatives, audiences, landing pages, and channels
Comfort owning performance outcomes tied to pipeline and revenue, not just impressions or clicks
Highly analytical mindset with strong spreadsheet skills and the ability to turn data into decisions
Willingness to work on-site in San Francisco and collaborate closely with sales and engineering
This is not a brand role
Experience with lead bidding marketplaces or third-party lead sources
Familiarity with tracking systems and closed-loop attribution
Experience supporting multi-vertical acquisition strategies
Exposure to automation, scripting, or AI tools for creative generation or campaign optimization
Prior startup or high-growth company experience
People screen — fit and alignment
Lead screen — skills and judgment
Super day — how you operate in real time
Send your resume and one channel or campaign you scaled efficiently — the CAC and conversion before and after, and what you did to move them.
","descriptionPlain":"PERFORMANCE MARKETING & PAID ACQUISITION LEAD\n\n\n\nHarper is an AI-native commercial insurance company in San Francisco. We're not bolting AI onto insurance — we're rebuilding the entire business as software, on a simple bet: turning expert human judgment into compute is one of the largest transitions left to make, and a trillion-dollar industry still run 90% by hand is the place to prove it. We've grown ~100x in the last year and we move at that speed — on-site, in person, long days, very high standards. Almost no one joins Harper for insurance; they join to build the company that replaces how it works.\n\n\n\n\nTHE ROLE\n\n\n\nHarper's growth engine runs on speed, precision, and automation, and you own the digital channels that feed the sales floor — accountable for turning spend into revenue. You own Harper's paid growth machine end-to-end: channel strategy, experimentation, funnel optimization, and automation. The job is simple to state and hard to do — drive qualified demand efficiently and at scale across Google, Meta, and lead-bidding marketplaces, optimizing the full funnel from click to bind.\n\n\n\nThis is not a brand role — it's a numbers, systems, and scale role. You sit alongside sales and engineering, see how leads convert in real time, and continuously refine campaigns based on what actually closes, not what looks good in a dashboard. Winning in 6–12 months looks like a predictable, scalable paid-growth engine, automation handling large portions of campaign management, and performance playbooks powering rapid vertical expansion.\n\n\n\n\nWHAT YOU'LL DO\n\n\n\n - Own paid acquisition. Manage and scale campaigns across Google, Meta, and lead-bidding marketplaces, with vertical-specific strategies for construction, med spas, manufacturing, and new segments — controlling budget against CAC, conversion, and throughput.\n\n - Optimize the full funnel. Work landing pages, messaging, and conversion flows; track performance from click → quote → bind; and partner with sales to read lead quality and adjust targeting in real time.\n\n - Experiment relentlessly. Run A/B tests across ads, creative, audiences, and landing pages; scale what works, kill underperformers fast, and build playbooks for new vertical launches.\n\n - Automate everything. Work with engineering to automate bidding, pacing, attribution, and reporting; use AI tools to generate and test creative at scale; and build systems that let performance marketing run continuously and efficiently.\n\n\n\n\nWHO YOU ARE\n\n\n\n - You think in CAC, conversion rates, and throughput — and you enjoy owning revenue-impacting systems.\n\n - You're hands-on and comfortable operating without layers.\n\n - You love testing, iterating, and scaling what works — and killing what doesn't, fast.\n\n - You want tight feedback loops with sales and product.\n\n - You have 5+ years in performance marketing, paid acquisition, or growth, with hands-on Google Ads and Meta experience at meaningful budgets.\n\n - You're comfortable owning outcomes tied to pipeline and revenue, not impressions or clicks.\n\n - You're based in San Francisco or willing to relocate.\n\n\n\n\nTHE REALITY — READ THIS BEFORE YOU APPLY\n\n\n\nThis is a revenue seat, measured in CAC, qualified pipeline, and what actually binds — not impressions, clicks, or spend deployed. It's on-site in San Francisco, in person, long days, high standards. You own the paid machine end-to-end, which means when a channel's CAC creeps or lead quality drops, finding and fixing it is yours — often the same day. You'll calibrate spend against what sales can actually close and automate the rest, so the job is as much systems thinking and operational discipline as it is media buying.\n\n\n\nThis is explicitly not a brand or top-of-funnel-only role, and it isn't a place for slow cycles and fixed annual plans. Almost no one takes it for insurance — they take it because owning every paid channel for a company growing ~100x, with a direct line from your spend to closed revenue, is a rare seat. If accountability to revenue is the appeal, apply. If it's a deterrent, it won't get easier here.\n\n\n\n\nCOMPENSATION & LOGISTICS\n\n\n\n - Salary: $150,000–$180,000, plus performance bonus and equity.\n\n - Location: On-site, San Francisco. Based here or willing to relocate.\n\n - Schedule: Monday–Friday, long days, in the building with the team.\n\n\n\n\nBENEFITS\n\n\n\n - Uber commuter benefits\n\n - Meals provided — breakfast, lunch, and dinner\n\n - Snacks, drinks, and coffee stocked daily\n\n - Free gym membership\n\n - Health, dental, and vision insurance\n\n\n\n\nREQUIREMENTS\n\n\n\n - 5+ years of experience in performance marketing, paid acquisition, or growth marketing roles\n\n - Hands-on experience managing Google Ads and Meta (Facebook/Instagram) campaigns with meaningful budgets\n\n - Experience running and optimizing lead-based acquisition funnels, ideally for B2B, SMB, or high-consideration products\n\n - Strong understanding of CAC, conversion rates, attribution, and funnel economics\n\n - Experience with analytics tools (e.g., Google Analytics / GA4), conversion tracking, pixels, and UTM frameworks\n\n - Ability to run structured experiments across creatives, audiences, landing pages, and channels\n\n - Comfort owning performance outcomes tied to pipeline and revenue, not just impressions or clicks\n\n - Highly analytical mindset with strong spreadsheet skills and the ability to turn data into decisions\n\n - Willingness to work on-site in San Francisco and collaborate closely with sales and engineering\n\n - This is not a brand role\n\n\n\n\nNICE TO HAVE\n\n\n\n - Experience with lead bidding marketplaces or third-party lead sources\n\n - Familiarity with tracking systems and closed-loop attribution\n\n - Experience supporting multi-vertical acquisition strategies\n\n - Exposure to automation, scripting, or AI tools for creative generation or campaign optimization\n\n - Prior startup or high-growth company experience\n\n\n\n\nPROCESS\n\n\n\n - People screen — fit and alignment\n\n - Lead screen — skills and judgment\n\n - Super day — how you operate in real time\n\n\n\n\nTO APPLY\n\n\n\nSend your resume and one channel or campaign you scaled efficiently — the CAC and conversion before and after, and what you did to move them."},{"id":"52fae06b-fcab-49c9-b832-65afe6578fb3","title":"Future AI Founder","department":"Growth","team":"Growth","employmentType":"FullTime","location":"San Francisco","secondaryLocations":[],"publishedAt":"2026-01-07T03:39:16.149+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"California","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/harperinsure/52fae06b-fcab-49c9-b832-65afe6578fb3","applyUrl":"https://jobs.ashbyhq.com/harperinsure/52fae06b-fcab-49c9-b832-65afe6578fb3/application","descriptionHtml":"Harper is an AI-native commercial insurance company in San Francisco. We're not bolting AI onto insurance — we're rebuilding the entire business as software, on a simple bet: turning expert human judgment into compute is one of the largest transitions left to make, and a trillion-dollar industry still run 90% by hand is the place to prove it. We've grown ~100x in the last year and we move at that speed — on-site, in person, long days, very high standards. Almost no one joins Harper for insurance; they join to build the company that replaces how it works.
To turn human judgment into software, you first have to do the human work — at a molecular level. The exceptions, the precedents, the decision traces that live only in an operator's head don't get automated until someone writes them down. That someone is you.
This is an operator rotation, not a title. You spend 6–18 months on the front line — taking sales calls, processing applications, handling customer service, working alongside underwriters — and you document every edge case as you go. Then you turn that tribal knowledge into structured templates, workflows, and specs that engineering builds on top of. You learn the business by running it, and you make everyone after you faster.
Be clear-eyed about what this is: it is not an analyst role, and \"Future AI Founder\" is not a founder title, an equity story, or a strategy seat. It's a hard, execution-heavy frontline job with an unusually steep learning curve. The name describes where the path can lead for the people who are exceptional at the work — not a shortcut around it.
Three entry tracks: Business Development, Sales, or Customer Service.
Do the frontline work. Take sales calls, process applications, handle customer service, sit with underwriters. Real volume, real customers, every day.
Document the reality. Capture every process, decision, and edge case you hit — the stuff no one ever wrote down.
Turn knowledge into systems. Build the templates and workflows that convert what you learned into structured data the rest of the company can use.
Build with AI tools. Everyone here has agency to build. Use Claude Code, Cursor, Lovable. Don't wait for permission to fix something.
Hand it to engineering. Translate what you've learned into automation that outlasts you.
Early in your career but already exceptional — recent grad, or 0–2 years with standout results.
High agency. You build things and fix things without being told to.
Willing to go deep before you go wide. You'll do the unglamorous work first.
A pattern-spotter who can't see a broken process without wanting to redesign it.
Comfortable with AI tools, or fast to get there.
Nice to have: you've started something (a company, a project, a community); a technical background; prior customer-facing experience.
This is the part most \"founder track\" postings hide, so we'll say it plainly:
The job is execution, not analysis or strategy. You will be on the phone, in the queue, processing applications. If you're looking for a seat where you advise rather than do, this isn't it.
The title is a destination, not a description. Nobody hands you a company. You earn the next thing by being undeniable at this thing first.
The hours are long and the days are on-site. Mon–Fri, roughly 5 AM–8 PM. The learning curve is steep on purpose.
The payoff is real for the right person. Twelve months of this is closer to five years of normal experience, and it's a genuine launching pad — into leadership at Harper, or to go start your own thing later. But that payoff is on the other side of the grind, not instead of it.
Salary: $125,000–$170,000 (depending on experience) + performance bonuses & equity
Location: San Francisco, in-office. Based in SF or willing to relocate.
Schedule: Monday–Friday, very early morning start, in-office 5 days a week.
Benefits: Uber commuter benefits; breakfast, lunch, and dinner provided; snacks, drinks, and coffee daily; free gym membership; health, dental, and vision insurance.
15-min founder call — alignment on mission and pace
Case study / problem-solving exercise — show us how you think
On-site day — meet the team, see the operation
Send your resume and a few sentences on why Harper. If you want to compress years of learning into months — and you're not too good to do the frontline work to get there — we want to talk.
","descriptionPlain":"FUTURE AI FOUNDER\n\n\n\nHarper is an AI-native commercial insurance company in San Francisco. We're not bolting AI onto insurance — we're rebuilding the entire business as software, on a simple bet: turning expert human judgment into compute is one of the largest transitions left to make, and a trillion-dollar industry still run 90% by hand is the place to prove it. We've grown ~100x in the last year and we move at that speed — on-site, in person, long days, very high standards. Almost no one joins Harper for insurance; they join to build the company that replaces how it works.\n\n\n\n\nTHE ROLE\n\n\n\nTo turn human judgment into software, you first have to do the human work — at a molecular level. The exceptions, the precedents, the decision traces that live only in an operator's head don't get automated until someone writes them down. That someone is you.\n\n\n\nThis is an operator rotation, not a title. You spend 6–18 months on the front line — taking sales calls, processing applications, handling customer service, working alongside underwriters — and you document every edge case as you go. Then you turn that tribal knowledge into structured templates, workflows, and specs that engineering builds on top of. You learn the business by running it, and you make everyone after you faster.\n\n\n\nBe clear-eyed about what this is: it is not an analyst role, and \"Future AI Founder\" is not a founder title, an equity story, or a strategy seat. It's a hard, execution-heavy frontline job with an unusually steep learning curve. The name describes where the path can lead for the people who are exceptional at the work — not a shortcut around it.\n\n\n\nThree entry tracks: Business Development, Sales, or Customer Service.\n\n\n\n\nWHAT YOU'LL DO\n\n\n\n - Do the frontline work. Take sales calls, process applications, handle customer service, sit with underwriters. Real volume, real customers, every day.\n\n - Document the reality. Capture every process, decision, and edge case you hit — the stuff no one ever wrote down.\n\n - Turn knowledge into systems. Build the templates and workflows that convert what you learned into structured data the rest of the company can use.\n\n - Build with AI tools. Everyone here has agency to build. Use Claude Code, Cursor, Lovable. Don't wait for permission to fix something.\n\n - Hand it to engineering. Translate what you've learned into automation that outlasts you.\n\n\n\n\nWHO YOU ARE\n\n\n\n - Early in your career but already exceptional — recent grad, or 0–2 years with standout results.\n\n - High agency. You build things and fix things without being told to.\n\n - Willing to go deep before you go wide. You'll do the unglamorous work first.\n\n - A pattern-spotter who can't see a broken process without wanting to redesign it.\n\n - Comfortable with AI tools, or fast to get there.\n \n \n\nNice to have: you've started something (a company, a project, a community); a technical background; prior customer-facing experience.\n\n\n\n\nTHE HONEST DAY-TO-DAY\n\n\n\nThis is the part most \"founder track\" postings hide, so we'll say it plainly:\n\n - The job is execution, not analysis or strategy. You will be on the phone, in the queue, processing applications. If you're looking for a seat where you advise rather than do, this isn't it.\n\n - The title is a destination, not a description. Nobody hands you a company. You earn the next thing by being undeniable at this thing first.\n\n - The hours are long and the days are on-site. Mon–Fri, roughly 5 AM–8 PM. The learning curve is steep on purpose.\n\n - The payoff is real for the right person. Twelve months of this is closer to five years of normal experience, and it's a genuine launching pad — into leadership at Harper, or to go start your own thing later. But that payoff is on the other side of the grind, not instead of it.\n\n\n\n\nCOMPENSATION & LOGISTICS\n\n\n\n - Salary: $125,000–$170,000 (depending on experience) + performance bonuses & equity\n\n - Location: San Francisco, in-office. Based in SF or willing to relocate.\n\n - Schedule: Monday–Friday, very early morning start, in-office 5 days a week.\n\n - Benefits: Uber commuter benefits; breakfast, lunch, and dinner provided; snacks, drinks, and coffee daily; free gym membership; health, dental, and vision insurance.\n\n\n\n\nPROCESS\n\n\n\n 1. 15-min founder call — alignment on mission and pace\n\n 2. Case study / problem-solving exercise — show us how you think\n\n 3. On-site day — meet the team, see the operation\n\n\n\n\nTO APPLY\n\n\n\nSend your resume and a few sentences on why Harper. If you want to compress years of learning into months — and you're not too good to do the frontline work to get there — we want to talk."},{"id":"2b79c172-1dcd-43b8-8b36-a07a9785633d","title":"Recruiting Lead","department":"People","team":"People","employmentType":"FullTime","location":"San Francisco","secondaryLocations":[],"publishedAt":"2026-01-14T15:04:36.835+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"California","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/harperinsure/2b79c172-1dcd-43b8-8b36-a07a9785633d","applyUrl":"https://jobs.ashbyhq.com/harperinsure/2b79c172-1dcd-43b8-8b36-a07a9785633d/application","descriptionHtml":"Harper is an AI-native commercial insurance company in San Francisco. We're not bolting AI onto insurance — we're rebuilding the entire business as software, on a simple bet: turning expert human judgment into compute is one of the largest transitions left to make, and a trillion-dollar industry still run 90% by hand is the place to prove it. We've grown ~100x in the last year and we move at that speed — on-site, in person, long days, very high standards. Almost no one joins Harper for insurance; they join to build the company that replaces how it works.
You are Harper's first dedicated recruiting hire. You source, sell, and close exceptional people yourself this week — and you build the function that lets Harper go from ~30 to 100+ without losing the bar.
A rebuild this large is a talent problem before it's anything else. We're hiring against the best AI-native companies in the country for the same people, and at ~100x growth the cost of a mediocre hire — or a slow one — compounds fast. We don't have a recruiting function yet. You'll be it, then you'll build it.
This is not a coordination role. You're not scheduling other people's interviews or running a calendar. You're a closer and a function-builder: you find the candidate, you sell the bet, you close the offer, and then you build the system that lets the next ten hires happen without you in every loop. Execution and strategy — the same person doing both.
In 6–12 months you'll have filled critical roles yourself and stood up a repeatable recruiting machine that can absorb the next 10x. You'll also be thinking about the team we need 24 months out, not just today's open reqs.
Close candidates yourself. Source, screen, sell, and close across engineering, sales, and GTM. You own the funnel end to end.
Own technical recruiting. Understand the stack, know which competitors to pull from, and carry a real mental map of the talent landscape. Evaluate whether an engineer is actually good — don't just pass resumes through.
Build infrastructure for 10x. Repeatable sourcing strategies, structured interviews, calibrated scorecards that don't break when we triple headcount.
Expand into GTM and operations. Once technical recruiting runs cleanly, stand up pipelines for sales, marketing, and ops.
Partner with founders on hiring strategy. Work directly with founders — no committee, no approval chain. Push back when a spec doesn't make sense. Think 24 months ahead.
Build and lead a team. Hire and manage recruiters as we scale, and set the bar for performance and velocity.
A closer with a technical background — years recruiting engineers, with offers to prove it.
You've scaled recruiting through rapid growth, not just done early-stage setup — you know the ebbs and flows from Series A through C and what breaks at each stage.
You've built systems, not just filled roles, and you think about what fails at 10x.
You have tenure and depth — 2–3 year in-house stints where you saw real scale, not a string of short stops.
You move at founder speed. You close great candidates this week, not next month.
You can sell the reality honestly — an intense, loud, collaborative, on-site trading-floor culture — to the people who want exactly that.
You're ready to own the function and build a team under you.
Requirements
6–10 years in recruiting, including scaling through rapid growth (Series A–C).
2+ years managing recruiting teams of 3+.
Technical recruiting background strongly preferred.
Demonstrated ability to source, sell, and close directly — not just manage others who do.
Experience building recruiting processes that survive 10x growth, and a deep understanding of technical roles and the talent landscape.
Based in San Francisco or willing to relocate.
Nice to have: companies that scaled from 30 to 200+ (not repeated Series A stints); recruiting for AI-native or technical sales orgs; employer brand and recruiting-content experience; building recruiting teams from scratch.
On-site in San Francisco, Monday–Friday. The hours are long and the learning curve is steep. You'll be selling that intensity to candidates, so you have to want it yourself — the people who thrive here wouldn't have it any other way. If your instinct is to own outcomes rather than manage a process, this is the seat.
Salary: $150,000–$200,000 + performance bonuses & equity
Location: Monday–Frida, San Francisco, in-office
Benefits: Uber commuter benefits; breakfast, lunch, and dinner provided; snacks/drinks/coffee daily; free gym membership; health, dental, and vision insurance.
People screen — initial fit and alignment.
Founder screen — skills and culture fit.
Super day — see how you operate in real time.
To apply: if you've built recruiting infrastructure that scales and can close technical talent others can't reach — send your resume and tell us about the hardest role you ever closed.
","descriptionPlain":"RECRUITING LEAD\n\n\n\nHarper is an AI-native commercial insurance company in San Francisco. We're not bolting AI onto insurance — we're rebuilding the entire business as software, on a simple bet: turning expert human judgment into compute is one of the largest transitions left to make, and a trillion-dollar industry still run 90% by hand is the place to prove it. We've grown ~100x in the last year and we move at that speed — on-site, in person, long days, very high standards. Almost no one joins Harper for insurance; they join to build the company that replaces how it works.\n\n\n\n\nTHE ROLE IN ONE LINE\n\n\n\nYou are Harper's first dedicated recruiting hire. You source, sell, and close exceptional people yourself this week — and you build the function that lets Harper go from ~30 to 100+ without losing the bar.\n\n\n\n\nWHY THIS ROLE EXISTS NOW\n\n\n\nA rebuild this large is a talent problem before it's anything else. We're hiring against the best AI-native companies in the country for the same people, and at ~100x growth the cost of a mediocre hire — or a slow one — compounds fast. We don't have a recruiting function yet. You'll be it, then you'll build it.\n\n\n\nThis is not a coordination role. You're not scheduling other people's interviews or running a calendar. You're a closer and a function-builder: you find the candidate, you sell the bet, you close the offer, and then you build the system that lets the next ten hires happen without you in every loop. Execution and strategy — the same person doing both.\n\n\n\nIn 6–12 months you'll have filled critical roles yourself and stood up a repeatable recruiting machine that can absorb the next 10x. You'll also be thinking about the team we need 24 months out, not just today's open reqs.\n\n\n\n\nWHAT YOU'LL DO\n\n\n\n - Close candidates yourself. Source, screen, sell, and close across engineering, sales, and GTM. You own the funnel end to end.\n\n - Own technical recruiting. Understand the stack, know which competitors to pull from, and carry a real mental map of the talent landscape. Evaluate whether an engineer is actually good — don't just pass resumes through.\n\n - Build infrastructure for 10x. Repeatable sourcing strategies, structured interviews, calibrated scorecards that don't break when we triple headcount.\n\n - Expand into GTM and operations. Once technical recruiting runs cleanly, stand up pipelines for sales, marketing, and ops.\n\n - Partner with founders on hiring strategy. Work directly with founders — no committee, no approval chain. Push back when a spec doesn't make sense. Think 24 months ahead.\n\n - Build and lead a team. Hire and manage recruiters as we scale, and set the bar for performance and velocity.\n \n \n\n\nWHO YOU ARE\n\n\n\n - A closer with a technical background — years recruiting engineers, with offers to prove it.\n\n - You've scaled recruiting through rapid growth, not just done early-stage setup — you know the ebbs and flows from Series A through C and what breaks at each stage.\n\n - You've built systems, not just filled roles, and you think about what fails at 10x.\n\n - You have tenure and depth — 2–3 year in-house stints where you saw real scale, not a string of short stops.\n\n - You move at founder speed. You close great candidates this week, not next month.\n\n - You can sell the reality honestly — an intense, loud, collaborative, on-site trading-floor culture — to the people who want exactly that.\n\n - You're ready to own the function and build a team under you.\n \n \n\nRequirements\n\n\n\n - 6–10 years in recruiting, including scaling through rapid growth (Series A–C).\n\n - 2+ years managing recruiting teams of 3+.\n\n - Technical recruiting background strongly preferred.\n\n - Demonstrated ability to source, sell, and close directly — not just manage others who do.\n\n - Experience building recruiting processes that survive 10x growth, and a deep understanding of technical roles and the talent landscape.\n\n - Based in San Francisco or willing to relocate.\n\n\n\nNice to have: companies that scaled from 30 to 200+ (not repeated Series A stints); recruiting for AI-native or technical sales orgs; employer brand and recruiting-content experience; building recruiting teams from scratch.\n\n\n\n\nTHE REALITY\n\n\n\nOn-site in San Francisco, Monday–Friday. The hours are long and the learning curve is steep. You'll be selling that intensity to candidates, so you have to want it yourself — the people who thrive here wouldn't have it any other way. If your instinct is to own outcomes rather than manage a process, this is the seat.\n\n\n\n\nCOMPENSATION & BENEFITS\n\n\n\n - Salary: $150,000–$200,000 + performance bonuses & equity\n\n - Location: Monday–Frida, San Francisco, in-office\n\n - Benefits: Uber commuter benefits; breakfast, lunch, and dinner provided; snacks/drinks/coffee daily; free gym membership; health, dental, and vision insurance.\n\n\n\n\nPROCESS\n\n\n\n 1. People screen — initial fit and alignment.\n\n 2. Founder screen — skills and culture fit.\n\n 3. Super day — see how you operate in real time.\n\n\n\nTo apply: if you've built recruiting infrastructure that scales and can close technical talent others can't reach — send your resume and tell us about the hardest role you ever closed."},{"id":"201358c2-d9cb-476c-aff9-831625a84684","title":"Special Projects Lead","department":"Operations","team":"Operations","employmentType":"FullTime","location":"San Francisco","secondaryLocations":[],"publishedAt":"2026-01-22T14:11:51.615+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"California","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/harperinsure/201358c2-d9cb-476c-aff9-831625a84684","applyUrl":"https://jobs.ashbyhq.com/harperinsure/201358c2-d9cb-476c-aff9-831625a84684/application","descriptionHtml":"Harper is an AI-native commercial insurance company in San Francisco. We're not bolting AI onto insurance — we're rebuilding the entire business as software, on a simple bet: turning expert human judgment into compute is one of the largest transitions left to make, and a trillion-dollar industry still run 90% by hand is the place to prove it. We've grown ~100x in the last year and we move at that speed — on-site, in person, long days, very high standards. Almost no one joins Harper for insurance; they join to build the company that replaces how it works.
This role works directly with the CEO on the hardest problems in the business, with a seat in everything substantive: biz ops, growth, strategic projects, investor materials, M&A diligence, and whatever becomes most urgent that week.
There is no fixed scope. That's not a warning — it's the design. The company is changing fast, and the job is to flex across it and take on whatever matters most right now. Week to week, the work shifts. We just closed our Series A, and the systems built now decide whether we go from tens of millions in premium to hundreds of millions, then billions. What you do here meaningfully moves that line.
The goal is for you to see every part of the business deeply. If you perform the way we think you can, the role evolves into whatever makes sense next — running a function, becoming a true right-hand, or using what you learned to go build your own thing.
Take the CEO's hardest problems. Direct access to everything that matters; scope shifts week to week based on what's most critical.
Build 0→1 systems. Across underwriting operations, customer experience, and risk evaluation — using AI to replace historically manual brokerage work.
Run deep analysis. Customer interactions, underwriting requirements, operational workflows; find patterns, lift conversion, increase throughput.
Bridge engineering, operations, and growth. Turn customer needs and market reality into product requirements and iteration.
Own problems end-to-end. Gather data, map the system, find the constraint, propose the fix, run the experiment, drive to done.
Run cross-functional initiatives. Coordinate across engineering, carriers, underwriters, and customers with speed and high quality.
Build the intelligence layer. Dashboards, metrics, and reporting that surface truth about throughput and efficiency.
Raw analytical horsepower; you think in systems.
A bias toward action — you move toward execution, not away from it.
Energized by complexity rather than rattled by it.
You've worked in high-intensity analytical/operational roles (banking, consulting, PE, high-growth startups) and thrived.
You want exposure to every part of building a company — and you're willing to work for it.
Requirements: 2–5 years in high-intensity analytical or operational roles (IB, PE, management consulting, or equivalent startup experience); exceptional analytical skills (complex data, financial modeling, ambiguous problems); strong written and verbal communication; able to operate autonomously and context-switch fast; a track record of delivering under pressure; based in SF or willing to relocate immediately.
Nice to have: insurance, fintech, or regulated-industry experience; prior work directly with founders or C-suite; familiarity with AI/automation tooling; prior startup or 0→1 experience.
We'll be direct, because this role attracts people who romanticize \"working with the CEO\" and underestimate the cost:
The scope never settles. What's urgent today may be irrelevant in two weeks. If you need a defined mandate and a stable roadmap, you will be miserable here. The constant context-switching is the work.
It's banking-analyst intensity, with higher stakes because it's real. Early starts, late finishes, on-site in SF, Mon–Fri (~5 AM–8 PM).
\"Access to the CEO\" means accountability, not status. You own outcomes on the hardest problems, often with incomplete information.
The ceiling is genuinely limitless for the right person — running a function, becoming a right-hand, or leaving to start your own company — but you earn it by absorbing chaos others can't, not by being adjacent to it.
Salary: $150,000–$175,000 + performance bonuses & equity
Location: San Francisco, in-office. Based in SF or willing to relocate immediately.
Schedule: Monday–Friday, very early morning start, in-office 5 days a week.
Benefits: Uber commuter benefits; breakfast, lunch, and dinner provided; snacks, drinks, and coffee daily; free gym membership; health, dental, and vision insurance.
Founder screen — initial fit and alignment
On-site day — meet the team, work through real scenarios
Send your resume and tell us about a time you owned something ambiguous and drove it to completion. If you're okay with the scope changing constantly and this being the hardest you've worked, the ceiling is limitless.
","descriptionPlain":"SPECIAL PROJECTS LEAD\n\n\n\nHarper is an AI-native commercial insurance company in San Francisco. We're not bolting AI onto insurance — we're rebuilding the entire business as software, on a simple bet: turning expert human judgment into compute is one of the largest transitions left to make, and a trillion-dollar industry still run 90% by hand is the place to prove it. We've grown ~100x in the last year and we move at that speed — on-site, in person, long days, very high standards. Almost no one joins Harper for insurance; they join to build the company that replaces how it works.\n\n\n\n\nTHE ROLE\n\n\n\nThis role works directly with the CEO on the hardest problems in the business, with a seat in everything substantive: biz ops, growth, strategic projects, investor materials, M&A diligence, and whatever becomes most urgent that week.\n\n\n\nThere is no fixed scope. That's not a warning — it's the design. The company is changing fast, and the job is to flex across it and take on whatever matters most right now. Week to week, the work shifts. We just closed our Series A, and the systems built now decide whether we go from tens of millions in premium to hundreds of millions, then billions. What you do here meaningfully moves that line.\n\n\n\nThe goal is for you to see every part of the business deeply. If you perform the way we think you can, the role evolves into whatever makes sense next — running a function, becoming a true right-hand, or using what you learned to go build your own thing.\n\n\n\n\nWHAT YOU'LL DO\n\n\n\n - Take the CEO's hardest problems. Direct access to everything that matters; scope shifts week to week based on what's most critical.\n\n - Build 0→1 systems. Across underwriting operations, customer experience, and risk evaluation — using AI to replace historically manual brokerage work.\n\n - Run deep analysis. Customer interactions, underwriting requirements, operational workflows; find patterns, lift conversion, increase throughput.\n\n - Bridge engineering, operations, and growth. Turn customer needs and market reality into product requirements and iteration.\n\n - Own problems end-to-end. Gather data, map the system, find the constraint, propose the fix, run the experiment, drive to done.\n\n - Run cross-functional initiatives. Coordinate across engineering, carriers, underwriters, and customers with speed and high quality.\n\n - Build the intelligence layer. Dashboards, metrics, and reporting that surface truth about throughput and efficiency.\n\n\n\n\nWHO YOU ARE\n\n\n\n - Raw analytical horsepower; you think in systems.\n\n - A bias toward action — you move toward execution, not away from it.\n\n - Energized by complexity rather than rattled by it.\n\n - You've worked in high-intensity analytical/operational roles (banking, consulting, PE, high-growth startups) and thrived.\n\n - You want exposure to every part of building a company — and you're willing to work for it.\n\n\n\nRequirements: 2–5 years in high-intensity analytical or operational roles (IB, PE, management consulting, or equivalent startup experience); exceptional analytical skills (complex data, financial modeling, ambiguous problems); strong written and verbal communication; able to operate autonomously and context-switch fast; a track record of delivering under pressure; based in SF or willing to relocate immediately.\n\n\n\nNice to have: insurance, fintech, or regulated-industry experience; prior work directly with founders or C-suite; familiarity with AI/automation tooling; prior startup or 0→1 experience.\n\n\n\n\nTHE HONEST DAY-TO-DAY\n\n\n\nWe'll be direct, because this role attracts people who romanticize \"working with the CEO\" and underestimate the cost:\n\n - The scope never settles. What's urgent today may be irrelevant in two weeks. If you need a defined mandate and a stable roadmap, you will be miserable here. The constant context-switching is the work.\n\n - It's banking-analyst intensity, with higher stakes because it's real. Early starts, late finishes, on-site in SF, Mon–Fri (~5 AM–8 PM).\n\n - \"Access to the CEO\" means accountability, not status. You own outcomes on the hardest problems, often with incomplete information.\n\n - The ceiling is genuinely limitless for the right person — running a function, becoming a right-hand, or leaving to start your own company — but you earn it by absorbing chaos others can't, not by being adjacent to it.\n\n\n\n\nCOMPENSATION & LOGISTICS\n\n\n\n - Salary: $150,000–$175,000 + performance bonuses & equity\n\n - Location: San Francisco, in-office. Based in SF or willing to relocate immediately.\n\n - Schedule: Monday–Friday, very early morning start, in-office 5 days a week.\n\n - Benefits: Uber commuter benefits; breakfast, lunch, and dinner provided; snacks, drinks, and coffee daily; free gym membership; health, dental, and vision insurance.\n\n\n\n\nPROCESS\n\n\n\n 1. Founder screen — initial fit and alignment\n\n 2. On-site day — meet the team, work through real scenarios\n\n\n\n\nTO APPLY\n\n\n\nSend your resume and tell us about a time you owned something ambiguous and drove it to completion. If you're okay with the scope changing constantly and this being the hardest you've worked, the ceiling is limitless."},{"id":"57521df4-7480-4ac4-90be-5a97650939bf","title":"Senior Commercial Underwriter, Underwriting Intelligence","department":"Operations","team":"Operations","employmentType":"FullTime","location":"San Francisco","secondaryLocations":[{"location":"New York","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York City"}}}],"publishedAt":"2026-06-02T15:30:56.015+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"California","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/harperinsure/57521df4-7480-4ac4-90be-5a97650939bf","applyUrl":"https://jobs.ashbyhq.com/harperinsure/57521df4-7480-4ac4-90be-5a97650939bf/application","descriptionHtml":"Harper is an AI-native commercial insurance company in San Francisco. We're not bolting AI onto insurance — we're rebuilding the entire business as software, on a simple bet: turning expert human judgment into compute is one of the largest transitions left to make, and a trillion-dollar industry still run 90% by hand is the place to prove it. We've grown ~100x in the last year and we move at that speed — on-site, in person, long days, very high standards. Almost no one joins Harper for insurance; they join to build the company that replaces how it works.
A routing rule at Harper can move thousands of accounts. If the risk judgment behind it is vague, unsupported, or wrong, scale multiplies the mistake. Great underwriting judgment exists — it's just trapped in individual inboxes, one-off decisions, messy submissions, and tribal knowledge, most of all in specialty commercial and E&S, where risk moves through PDFs, ACORDs, loss runs, supplementals, and broker notes that may or may not answer what an underwriter needs to know. You make that judgment explicit, source-backed, and safe to apply at scale.
This is Harper's in-house underwriting encyclopedia, not an underwriting desk. You do not approve or decline individual accounts. You do not own market selection, the submission narrative, negotiation, or the commercial recommendation on any account; the licensed account owner keeps those. You own the risk judgment itself: the frameworks, the routing constraints, the appetite rules, the escalation conditions, and the source evidence behind each one. You don't need to write code. You do need to be the underwriter who sees a bad submission and thinks: what should intake have asked, what should the system have extracted, what rule would have caught this, what should we never send a carrier again.
Why now: Harper already has the data, live submissions, carrier outcomes, and systems that act at scale. The missing piece is senior judgment that can explain why one risk is strong, another is weak, and a third needs different information before anyone should make a call — and can write that down so a system can apply it and a person can audit it.
Review live risk with depth. Read live accounts and system outputs to catch missing context, weak assumptions, incomplete exposure analysis, and false confidence.
Build the underwriting frameworks. Define how Harper reasons about operations, exposures, controls, loss history, coverage structure, and material risk differences — with positive examples, counterexamples, and the evidence that separates them.
Set routing constraints. Define which risk facts permit a route, block a route, or require senior review, with the source and rationale attached to each.
Encode judgment into the product. Work directly with product and engineering to turn how you think into intake questions, checklists, appetite rules, escalation conditions, quality tests, and instructions an AI can run.
Reason about carrier fit. Explain which markets fit which risk shapes, what evidence supports the fit, and where stated appetite breaks in practice.
Audit what the system decided. Test whether routing, risk summaries, and recommendations are faithful to the source record and the underwriting standard, and trace every correction back to the rule or source-reading failure that caused it.
Teach the judgment and close the loop. Coach placement specialists, account teams, operators, and product partners on how strong underwriting reasoning works, and tie quotes, declines, binds, losses, and corrections back to the framework they confirm or change.
You have 4+ years of commercial underwriting with meaningful specialty commercial or excess and surplus exposure.
You've handled messy risks and imperfect submissions at an MGA, MGU, wholesaler, specialty carrier, program administrator, or similar — not only clean admitted-market accounts.
You have breadth across commercial lines or risk categories: general liability, property, workers' comp, commercial auto, excess/umbrella, professional and E&O, contractors, habitational, restaurants, transportation, or other specialty classes.
You can explain not only your decision but the factors and thresholds that produced it, and you can separate carrier folklore from evidence.
You can express underwriting judgment as source-backed rules, examples, counterexamples, and escalation conditions that a system can apply and a person can audit.
You treat AI as leverage — you're product-curious, you'll sit with engineers and pressure-test system outputs, and you want your judgment to scale across thousands of submissions instead of the one in front of you.
You hold, or can quickly earn, the insurance licenses or credentials the work requires (we pay for it).
This job is on-site in New York or San Francisco, Monday through Friday, long days, in the building with product, engineering, intake, and the placement desk. You'll help build the system while it is already quoting live business, so there is context switching, ambiguity, and a steady stream of problems that don't fit a job description. You'll review live cases most days and you'll write more than most underwriters ever have: frameworks, rules, counterexamples, escalation conditions. Nothing is done until someone else can apply it and check it against the source.
This is not a traditional underwriting seat, and if that's what you want, don't apply. If you want authority to approve or decline individual accounts, if you want to own customer negotiation or placement strategy, if you prefer clean admitted risks and a fixed manual to ambiguous specialty work, or if you rely on unwritten instinct and don't want your reasoning made inspectable, this seat will frustrate you. Advising from a distance without getting into the submission, the system output, and the product logic doesn't work here, and neither does a remote or hybrid default. If the intensity reads as a cost you'd rather avoid, this isn't the seat. If it reads as the point, keep going.
Salary: 125,000–175,000 base, plus performance bonus and equity.
Equity: Yes.
Location: On-site, New York or San Francisco. Based there or willing to relocate.
Schedule: Monday–Friday, in-office hours that match the rest of the company. The hours are long.
Licensing: Required commercial insurance licenses vary by state; Harper pays for training and licensing.
Health, dental, and vision insurance
Meals provided — breakfast, lunch, and dinner
Snacks, drinks, and coffee stocked daily
Commuter benefits
Free gym membership
Team call — 30 minutes on Zoom. You meet the team, we meet you.
Office session — about two hours in person. You meet more of the team and work a real problem with us.
Super day — how you actually operate, in real time. We decide after this.
The process moves as fast as you do.
Send your resume and one underwriting example: a risk where your first read changed after better information arrived — which facts mattered, which didn't, and how you would turn that judgment into a repeatable Harper framework.
","descriptionPlain":"SENIOR COMMERCIAL UNDERWRITER, UNDERWRITING INTELLIGENCE\n\n\n\nHarper is an AI-native commercial insurance company in San Francisco. We're not bolting AI onto insurance — we're rebuilding the entire business as software, on a simple bet: turning expert human judgment into compute is one of the largest transitions left to make, and a trillion-dollar industry still run 90% by hand is the place to prove it. We've grown ~100x in the last year and we move at that speed — on-site, in person, long days, very high standards. Almost no one joins Harper for insurance; they join to build the company that replaces how it works.\n\n\n\n\n\n\nTHE ROLE\n\n\n\nA routing rule at Harper can move thousands of accounts. If the risk judgment behind it is vague, unsupported, or wrong, scale multiplies the mistake. Great underwriting judgment exists — it's just trapped in individual inboxes, one-off decisions, messy submissions, and tribal knowledge, most of all in specialty commercial and E&S, where risk moves through PDFs, ACORDs, loss runs, supplementals, and broker notes that may or may not answer what an underwriter needs to know. You make that judgment explicit, source-backed, and safe to apply at scale.\n\n\n\nThis is Harper's in-house underwriting encyclopedia, not an underwriting desk. You do not approve or decline individual accounts. You do not own market selection, the submission narrative, negotiation, or the commercial recommendation on any account; the licensed account owner keeps those. You own the risk judgment itself: the frameworks, the routing constraints, the appetite rules, the escalation conditions, and the source evidence behind each one. You don't need to write code. You do need to be the underwriter who sees a bad submission and thinks: what should intake have asked, what should the system have extracted, what rule would have caught this, what should we never send a carrier again.\n\n\n\nWhy now: Harper already has the data, live submissions, carrier outcomes, and systems that act at scale. The missing piece is senior judgment that can explain why one risk is strong, another is weak, and a third needs different information before anyone should make a call — and can write that down so a system can apply it and a person can audit it.\n\n\n\n\n\n\nWHAT YOU'LL DO\n\n\n\n - Review live risk with depth. Read live accounts and system outputs to catch missing context, weak assumptions, incomplete exposure analysis, and false confidence.\n\n - Build the underwriting frameworks. Define how Harper reasons about operations, exposures, controls, loss history, coverage structure, and material risk differences — with positive examples, counterexamples, and the evidence that separates them.\n\n - Set routing constraints. Define which risk facts permit a route, block a route, or require senior review, with the source and rationale attached to each.\n\n - Encode judgment into the product. Work directly with product and engineering to turn how you think into intake questions, checklists, appetite rules, escalation conditions, quality tests, and instructions an AI can run.\n\n - Reason about carrier fit. Explain which markets fit which risk shapes, what evidence supports the fit, and where stated appetite breaks in practice.\n\n - Audit what the system decided. Test whether routing, risk summaries, and recommendations are faithful to the source record and the underwriting standard, and trace every correction back to the rule or source-reading failure that caused it.\n\n - Teach the judgment and close the loop. Coach placement specialists, account teams, operators, and product partners on how strong underwriting reasoning works, and tie quotes, declines, binds, losses, and corrections back to the framework they confirm or change.\n\n\n\n\n\n\nWHO YOU ARE\n\n\n\n - You have 4+ years of commercial underwriting with meaningful specialty commercial or excess and surplus exposure.\n\n - You've handled messy risks and imperfect submissions at an MGA, MGU, wholesaler, specialty carrier, program administrator, or similar — not only clean admitted-market accounts.\n\n - You have breadth across commercial lines or risk categories: general liability, property, workers' comp, commercial auto, excess/umbrella, professional and E&O, contractors, habitational, restaurants, transportation, or other specialty classes.\n\n - You can explain not only your decision but the factors and thresholds that produced it, and you can separate carrier folklore from evidence.\n\n - You can express underwriting judgment as source-backed rules, examples, counterexamples, and escalation conditions that a system can apply and a person can audit.\n\n - You treat AI as leverage — you're product-curious, you'll sit with engineers and pressure-test system outputs, and you want your judgment to scale across thousands of submissions instead of the one in front of you.\n\n - You hold, or can quickly earn, the insurance licenses or credentials the work requires (we pay for it).\n\n\n\n\n\n\nTHE REALITY — READ THIS BEFORE YOU APPLY\n\n\n\nThis job is on-site in New York or San Francisco, Monday through Friday, long days, in the building with product, engineering, intake, and the placement desk. You'll help build the system while it is already quoting live business, so there is context switching, ambiguity, and a steady stream of problems that don't fit a job description. You'll review live cases most days and you'll write more than most underwriters ever have: frameworks, rules, counterexamples, escalation conditions. Nothing is done until someone else can apply it and check it against the source.\n\n\n\nThis is not a traditional underwriting seat, and if that's what you want, don't apply. If you want authority to approve or decline individual accounts, if you want to own customer negotiation or placement strategy, if you prefer clean admitted risks and a fixed manual to ambiguous specialty work, or if you rely on unwritten instinct and don't want your reasoning made inspectable, this seat will frustrate you. Advising from a distance without getting into the submission, the system output, and the product logic doesn't work here, and neither does a remote or hybrid default. If the intensity reads as a cost you'd rather avoid, this isn't the seat. If it reads as the point, keep going.\n\n\n\n\n\n\nCOMPENSATION & LOGISTICS\n\n\n\n - Salary: 125,000–175,000 base, plus performance bonus and equity.\n\n - Equity: Yes.\n\n - Location: On-site, New York or San Francisco. Based there or willing to relocate.\n\n - Schedule: Monday–Friday, in-office hours that match the rest of the company. The hours are long.\n\n - Licensing: Required commercial insurance licenses vary by state; Harper pays for training and licensing.\n\n\n\n\n\n\nBENEFITS\n\n\n\n - Health, dental, and vision insurance\n\n - Meals provided — breakfast, lunch, and dinner\n\n - Snacks, drinks, and coffee stocked daily\n\n - Commuter benefits\n\n - Free gym membership\n\n\n\n\n\n\nPROCESS\n\n\n\n 1. Team call — 30 minutes on Zoom. You meet the team, we meet you.\n\n 2. Office session — about two hours in person. You meet more of the team and work a real problem with us.\n\n 3. Super day — how you actually operate, in real time. We decide after this.\n\nThe process moves as fast as you do.\n\n\n\n\n\n\nTO APPLY\n\n\n\nSend your resume and one underwriting example: a risk where your first read changed after better information arrived — which facts mattered, which didn't, and how you would turn that judgment into a repeatable Harper framework."},{"id":"c90b946d-8dae-48a1-9914-64383c8e7b31","title":"Customer Intake Specialist","department":"Growth","team":"Growth","employmentType":"FullTime","location":"Atlanta","secondaryLocations":[],"publishedAt":"2026-02-23T14:31:04.441+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"Georgia","addressCountry":"United States","addressLocality":"Atlanta"}},"jobUrl":"https://jobs.ashbyhq.com/harperinsure/c90b946d-8dae-48a1-9914-64383c8e7b31","applyUrl":"https://jobs.ashbyhq.com/harperinsure/c90b946d-8dae-48a1-9914-64383c8e7b31/application","descriptionHtml":"Harper is an AI-native commercial insurance company in San Francisco. We're not bolting AI onto insurance — we're rebuilding the entire business as software, on a simple bet: turning expert human judgment into compute is one of the largest transitions left to make, and a trillion-dollar industry still run 90% by hand is the place to prove it. We've grown ~100x in the last year and we move at that speed — on-site, in person, long days, very high standards. Almost no one joins Harper for insurance; they join to build the company that replaces how it works.
A contractor answers from a job site. A restaurant owner calls between services. You have one conversation to understand how the business works, capture what insurance needs, and leave the next Harper owner with an application they can act on. An SDR may have found and qualified the customer. You own the full structured application when one is still needed, and you hand the account to an Account Executive only when the business facts, the need, the urgency, the open questions, and the next action are clear.
Harper is building a team of about 15 intake specialists in an Atlanta office whose job is to do applications correctly, at volume, all day. Everything downstream — the quote, the recommendation, the close, the policy — runs on what you capture. A fast call with a wrong answer in it is worse than no call.
The Atlanta floor has a second job. Harper's voice AI systems support and increasingly run intake calls, and they get better by being tested against real conversations. You will use those systems on live calls, catch where they miss context or ask the wrong question, and feed that back so they improve. You are on the phones and you are training the thing that will handle more of the phones next year.
Handle back-to-back calls. Stay engaged from the first call of the shift to the last, and make every conversation count.
Complete applications live. Ask direct questions, type while you listen, and move the customer from first contact to a usable intake record in one call.
Pick up SDR handoffs without restarting. Start from the context already in the record, complete the required application, and never make the customer repeat what they already told us.
Hold accuracy at speed. Business details, operations, exposures, current coverage, and the documents we still need — captured right the first time, across several systems, during a live call.
Ask the next question. When an answer is missing, vague, or conflicts with something else in the record, resolve it on the call or assign it clearly for follow-up. Do not pass it downstream.
Hand the account forward and escalate the real edge cases. Name the next owner, record the next action, and include every unresolved question before the Account Executive receives it. Know when a question belongs with a licensed seller, a broker, an underwriter, or service.
Train, test, and improve the voice AI from the floor. Use Harper's voice systems on real intake calls, flag missed context, confusing prompts, and broken workflows, and work with the team to make them more accurate and trustworthy. The corrections you surface become the next version of the tool.
You have worked in a high-volume call center, sales floor, dispatch operation, customer service team, or similar environment, and you were good at it.
You can type accurately while listening and keep several systems organized during a live call.
You ask clear follow-up questions and explain the next step without jargon, and you keep asking when an answer is incomplete.
You stay calm and professional through repetitive work, confused customers, and difficult calls.
You are reliable. Teammates and customers can count on you to be in the seat, on time, ready.
You treat AI as leverage — you want to work directly with voice AI systems, test them against floor reality, and make them better — and you have opinions about where they help and where they get in the way.
Insurance experience is useful but not required; we care more about phone judgment, accuracy, and learning speed. Spanish fluency is valuable.
Requirements: prior experience in high-volume phone or customer-facing roles; strong typing speed and multitasking; professional communication; reliable internet and a quiet work environment; availability Monday–Friday with coverage across ET and PT.
Nice to have: insurance, financial services, or regulated-industry experience; bilingual (Spanish); CRM or call-center software experience.
This job is the phone. On-site in Atlanta, Monday through Friday, with shifts covering Eastern and Pacific business hours, overtime eligible, in the building with the team. The work is repetitive by design: back-to-back calls and accurate applications, all shift. The value is in doing the same thing well hundreds of times, not in variety, and your accuracy is measured because everything downstream depends on it.
This is not a low-volume customer success role. It is not the seat for someone who dislikes structured work, measured quality, or a visible daily pace, who avoids asking direct questions when an answer is incomplete, or who wants to give coverage advice before they are licensed and authorized to do so. It is a real foot in the door: for the right person this is a first job at an AI-native company that is actually shipping, and the people who take it are helping build the voice systems that will define how intake works. If the intensity reads as a cost you'd rather avoid, this isn't the seat. If it reads as the point, keep going.
The work is repetitive by design. It's back-to-back calls and accurate note-taking, all shift. The value is in doing the same thing well hundreds of times, not in variety.
Accuracy is the whole game. A fast call with sloppy notes is worse than no call. Mistakes propagate downstream.
Long, demanding shifts. Expect high call volume and overtime eligibility; you maintain quality from first call to last.
It's a genuine foot in the door. For the right person this is a strong first tech job at one of the fastest-moving companies in the space — but the day-to-day is the phone, not strategy.
Salary: $50,000–$60,000 + performance bonuses (variable based on volume and quality)
Location: Remote (US)
Schedule: Monday–Friday, ET and PT shift coverage, overtime eligible
Benefits: Health, dental, and vision insurance
Application questions
AI assessment — a mock intake call with an AI agent
Team lead screen — skills and culture fit
Manager screen — alignment on pace and expectations
Founder call
If you thrive under pressure and get energy from talking to customers, apply. This is a great first tech job and, for the right person, a foot in the door at one of the fastest-moving companies in the industry.
Harper is an AI-native commercial insurance company in San Francisco. We're not bolting AI onto insurance — we're rebuilding the entire business as software, on a simple bet: turning expert human judgment into compute is one of the largest transitions left to make, and a trillion-dollar industry still run 90% by hand is the place to prove it. We've grown ~100x in the last year and we move at that speed — on-site, in person, long days, very high standards. Almost no one joins Harper for insurance; they join to build the company that replaces how it works.
Rebuilding a business as software only works if the business actually runs while you rebuild it. Underwriters need answers. Carriers need data. Sales needs enablement. Customers need follow-ups. Today a lot of that runs on people keeping track of things in their heads — and that breaks at ~1,000 new customers a month.
Your job is to learn the entire operation — not one slice — and turn what's in people's heads into systems that scale. One day you're chasing a stalled quote with an underwriter. The next you're building the process that makes sure no quote stalls again. The day after, you're on a customer call, then feeding what you heard into a product spec. The patterns you spot become the things engineering builds next.
No two weeks look the same, and that's the point. You'll rotate across sales enablement, underwriting operations, customer service, and carrier relations — owning real work in each, not observing. The scope is wide because the company moves fast and the problems don't respect org charts.
Run the operation. Underwriter follow-ups, carrier communications, keeping deals moving through the pipeline.
Build systems that scale. Create the processes, workflows, and structures that make the team faster — and make manual work obsolete.
Own relationships on both sides. Be the person who makes sure nothing falls through the cracks with customers or underwriters.
Enable sales. Arm the team with the data, materials, and feedback loops they need to close.
Touch the full lifecycle. Intake, onboarding, servicing, renewals — you'll see how the whole business works.
Shape what gets built. Translate operational pain into product requirements with engineering.
Move where it's urgent. Context-switch across functions based on what matters most this week.
You've been the best at something — top of your class, captain of the team, first in your cohort — and you're looking for the next thing to pour that into.
At every past job you ended up doing more than your title said.
You get energy from moving fast across many problems, not sitting in one lane.
You'd rather own a messy problem end-to-end than execute a clean task someone handed you.
You context-switch without losing intensity, and you care about outcomes over job descriptions.
Requirements: 1–3 years in a high-pace environment (startup, consulting, banking, operations, or equivalent); strong written and verbal communication with customers, underwriters, and internal teams; comfort pulling insight from a spreadsheet and making a call; bias toward action; based in SF or willing to relocate immediately.
Nice to have: prior startup or founder experience; insurance, fintech, or regulated-industry exposure; familiarity with CRM, workflow automation, or AI-assisted tooling; background in sales, customer success, or account management.
It's execution, not strategy-from-a-desk. A real share of the week is follow-ups, chasing, coordination, and cleanup — the operational backbone, done well. The system-building is earned by doing the unglamorous work first.
Ambiguity is the job, not a phase. Scope shifts week to week. If you need a fixed lane and a clean spec, you'll be uncomfortable here.
Long days, on-site. Mon–Fri, roughly 5 AM–8 PM, in person in SF.
The ceiling is high and real. People who are exceptional here go on to run functions, lead teams, or start companies — because they've seen how the whole business works. That's the payoff, and it's on the other side of the grind.
Salary: $110,000–$140,000 + performance bonuses & equity
Location: San Francisco, in-office. Based in SF or willing to relocate immediately.
Schedule: Monday–Friday, in-office hours matching the rest of the company.
Benefits: Uber commuter benefits; breakfast, lunch, and dinner provided; snacks, drinks, and coffee daily; free gym membership; health, dental, and vision insurance.
People screen — initial fit and alignment
Lead screen — skills and culture fit
Super day — case exercise and hands-on work with the team
Send your resume and tell us about a time you owned something messy and made it work. If you've been waiting for the opportunity that finally matches your ability, this is it.
","descriptionPlain":"BUSINESS OPERATIONS ASSOCIATE\n\n\n\nHarper is an AI-native commercial insurance company in San Francisco. We're not bolting AI onto insurance — we're rebuilding the entire business as software, on a simple bet: turning expert human judgment into compute is one of the largest transitions left to make, and a trillion-dollar industry still run 90% by hand is the place to prove it. We've grown ~100x in the last year and we move at that speed — on-site, in person, long days, very high standards. Almost no one joins Harper for insurance; they join to build the company that replaces how it works.\n\n\n\n\nTHE ROLE\n\n\n\nRebuilding a business as software only works if the business actually runs while you rebuild it. Underwriters need answers. Carriers need data. Sales needs enablement. Customers need follow-ups. Today a lot of that runs on people keeping track of things in their heads — and that breaks at ~1,000 new customers a month.\n\n\n\nYour job is to learn the entire operation — not one slice — and turn what's in people's heads into systems that scale. One day you're chasing a stalled quote with an underwriter. The next you're building the process that makes sure no quote stalls again. The day after, you're on a customer call, then feeding what you heard into a product spec. The patterns you spot become the things engineering builds next.\n\n\n\nNo two weeks look the same, and that's the point. You'll rotate across sales enablement, underwriting operations, customer service, and carrier relations — owning real work in each, not observing. The scope is wide because the company moves fast and the problems don't respect org charts.\n\n\n\n\nWHAT YOU'LL DO\n\n\n\n - Run the operation. Underwriter follow-ups, carrier communications, keeping deals moving through the pipeline.\n\n - Build systems that scale. Create the processes, workflows, and structures that make the team faster — and make manual work obsolete.\n\n - Own relationships on both sides. Be the person who makes sure nothing falls through the cracks with customers or underwriters.\n\n - Enable sales. Arm the team with the data, materials, and feedback loops they need to close.\n\n - Touch the full lifecycle. Intake, onboarding, servicing, renewals — you'll see how the whole business works.\n\n - Shape what gets built. Translate operational pain into product requirements with engineering.\n\n - Move where it's urgent. Context-switch across functions based on what matters most this week.\n\n\n\n\nWHO YOU ARE\n\n\n\n - You've been the best at something — top of your class, captain of the team, first in your cohort — and you're looking for the next thing to pour that into.\n\n - At every past job you ended up doing more than your title said.\n\n - You get energy from moving fast across many problems, not sitting in one lane.\n\n - You'd rather own a messy problem end-to-end than execute a clean task someone handed you.\n\n - You context-switch without losing intensity, and you care about outcomes over job descriptions.\n\n\n\nRequirements: 1–3 years in a high-pace environment (startup, consulting, banking, operations, or equivalent); strong written and verbal communication with customers, underwriters, and internal teams; comfort pulling insight from a spreadsheet and making a call; bias toward action; based in SF or willing to relocate immediately.\n\n\n\nNice to have: prior startup or founder experience; insurance, fintech, or regulated-industry exposure; familiarity with CRM, workflow automation, or AI-assisted tooling; background in sales, customer success, or account management.\n\n\n\n\nTHE HONEST DAY-TO-DAY\n\n\n\n - It's execution, not strategy-from-a-desk. A real share of the week is follow-ups, chasing, coordination, and cleanup — the operational backbone, done well. The system-building is earned by doing the unglamorous work first.\n\n - Ambiguity is the job, not a phase. Scope shifts week to week. If you need a fixed lane and a clean spec, you'll be uncomfortable here.\n\n - Long days, on-site. Mon–Fri, roughly 5 AM–8 PM, in person in SF.\n\n - The ceiling is high and real. People who are exceptional here go on to run functions, lead teams, or start companies — because they've seen how the whole business works. That's the payoff, and it's on the other side of the grind.\n\n\n\n\nCOMPENSATION & LOGISTICS\n\n\n\n - Salary: $110,000–$140,000 + performance bonuses & equity\n\n - Location: San Francisco, in-office. Based in SF or willing to relocate immediately.\n\n - Schedule: Monday–Friday, in-office hours matching the rest of the company.\n\n - Benefits: Uber commuter benefits; breakfast, lunch, and dinner provided; snacks, drinks, and coffee daily; free gym membership; health, dental, and vision insurance.\n\n\n\n\nPROCESS\n\n\n\n 1. People screen — initial fit and alignment\n\n 2. Lead screen — skills and culture fit\n\n 3. Super day — case exercise and hands-on work with the team\n\n\n\n\nTO APPLY\n\n\n\nSend your resume and tell us about a time you owned something messy and made it work. If you've been waiting for the opportunity that finally matches your ability, this is it."},{"id":"2030a0d3-596f-46d7-a436-83a94f12cdaf","title":"Sales Development Representative, AI-Native","department":"Growth","team":"Growth","employmentType":"FullTime","location":"San Francisco","secondaryLocations":[{"location":"New York","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York City"}}},{"location":"Atlanta","address":{"postalAddress":{"addressRegion":"Georgia","addressCountry":"United States","addressLocality":"Atlanta"}}}],"publishedAt":"2026-05-08T12:56:21.866+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"California","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/harperinsure/2030a0d3-596f-46d7-a436-83a94f12cdaf","applyUrl":"https://jobs.ashbyhq.com/harperinsure/2030a0d3-596f-46d7-a436-83a94f12cdaf/application","descriptionHtml":"Harper is an AI-native commercial insurance company in San Francisco. We're rebuilding the entire business as software, on a simple bet: turning expert human judgment into compute is one of the largest transitions left to make, and a trillion-dollar industry still run 90% by hand is the place to prove it. We've grown roughly 100x in the last year and we move at that speed: on-site, in person, long days, very high standards.
This is the SDR role as it will exist in 2030. You direct AI agents, automate your own workflows, and apply human judgment exactly where the machines stall. We call it being the human in the loop for top-of-funnel growth, and Harper is one of the few places in the world actually building it.
The primary job is AI-native outbound: sourcing new business owners from enriched public data, running call and email campaigns at volume not possible 3 years ago, and converting cold contacts into real opportunities. Alongside that, you own an inbound pipeline: working a power dialer of warm leads our AI agents couldn't reach, completing intake applications live on the phone, and warming up quoted leads and transferring them to the account executive (AE) team.
The best performers here don't stay SDRs. This is a deliberate first step into a sales and go-to-market career.
Run outbound at serious volume. Cold-calls, email sequences built with our marketing team, and follow-ups. You're the first voice of Harper. Rejection is part of the rhythm.
Complete intake on the call. Learn what a business does, what risk it carries, and capture everything, in minutes, not hours.
Build with AI, not just alongside it. You'll use AI agents to automate your own sequencing, data entry, and reporting. Every workflow you automate becomes permanent Harper infrastructure.
Partner with marketing. You're their human in the loop: feeding back what messaging lands on calls, which ad-sourced leads convert, and which segments respond.
Hit volume and quality targets, both. You're measured on new leads brought in, lead conversion, completed applications, and AE transfers. You don't trade accuracy for speed or speed for accuracy.
An ambitious and personable recent grad or early-career candidate who is excited to launch a career in GTM sales.
Excited to join the sales team at a hyper-growth AI startup disrupting the insurance industry.
You've worked a high-volume phone role and were good at it, or you haven't, but everyone who knows you is sure you would be.
Rejection doesn't rattle you.
Talking to people all day energizes you. Call 50 gets the same energy as call 1.
You reach for AI tools by instinct. When something is repetitive, your first thought is to automate it.
You don't need hand-holding. You need a shot.
This is a high-volume outbound role, on-site in San Francisco, New York or Atlanta. Monday through Friday, 8am to 8pm ET, in the building with the team.
But if you're the kind of person who gets sharper as the day goes on, this is one of the fastest paths into tech sales. You'll learn an entire industry from the inside, work at an AI-native company that's actually shipping, and help define what top-of-funnel growth becomes over the next decade.
Salary: $80,000–$135,000 OTE based on experience; higher for top performers.
Location: On-site, San Francisco, New York or Atlanta. Based here or willing to relocate.
Schedule: Monday–Friday, 8am–8pm ET.
Uber commuter benefits
Meals provided: breakfast, lunch, and dinner
Snacks, drinks, and coffee stocked daily
Free gym membership
Health, dental, and vision insurance
Fluency in fast-paced, demanding environments (new grads OK)
Strong multitasking ability: talk, listen, and log simultaneously
Professional, confident, and clear on the phone
Based in San Francisco, New York or Atlanta in-office, full-time
Insurance, fintech, or financial-services background
Bilingual+
SDR or BDR roles at high-volume SaaS or AI companies
Outbound or customer-success-focused experience
We run a tight process and move fast, because that's how we operate.
AI phone screen. A live role-play sales simulation.
Fit and alignment call. Who you are, what drives you, and whether Harper is the right environment for you to do the best work of your life.
Super day. 3 to 4 hours on-site: case exercises, a live cold call simulation, hands-on work with the team, and a real look at what it means to build at this level. As much for you as for us.
Send your resume and tell us about the highest-rejection stretch of work you've ever pushed through, and why you kept dialing.
","descriptionPlain":"SALES DEVELOPMENT REPRESENTATIVE, AI-NATIVE\n\n\n\nHarper is an AI-native commercial insurance company in San Francisco. We're rebuilding the entire business as software, on a simple bet: turning expert human judgment into compute is one of the largest transitions left to make, and a trillion-dollar industry still run 90% by hand is the place to prove it. We've grown roughly 100x in the last year and we move at that speed: on-site, in person, long days, very high standards.\n\n\n\n\nTHE ROLE\n\n\n\nThis is the SDR role as it will exist in 2030. You direct AI agents, automate your own workflows, and apply human judgment exactly where the machines stall. We call it being the human in the loop for top-of-funnel growth, and Harper is one of the few places in the world actually building it.\n\n\n\nThe primary job is AI-native outbound: sourcing new business owners from enriched public data, running call and email campaigns at volume not possible 3 years ago, and converting cold contacts into real opportunities. Alongside that, you own an inbound pipeline: working a power dialer of warm leads our AI agents couldn't reach, completing intake applications live on the phone, and warming up quoted leads and transferring them to the account executive (AE) team.\n\n\n\nThe best performers here don't stay SDRs. This is a deliberate first step into a sales and go-to-market career.\n\n\n\n\nWHAT YOU'LL DO\n\n - Run outbound at serious volume. Cold-calls, email sequences built with our marketing team, and follow-ups. You're the first voice of Harper. Rejection is part of the rhythm.\n \n Complete intake on the call. Learn what a business does, what risk it carries, and capture everything, in minutes, not hours.\n \n Build with AI, not just alongside it. You'll use AI agents to automate your own sequencing, data entry, and reporting. Every workflow you automate becomes permanent Harper infrastructure.\n \n Partner with marketing. You're their human in the loop: feeding back what messaging lands on calls, which ad-sourced leads convert, and which segments respond.\n \n Hit volume and quality targets, both. You're measured on new leads brought in, lead conversion, completed applications, and AE transfers. You don't trade accuracy for speed or speed for accuracy.\n\n\n\n\nWHO YOU ARE\n\n - An ambitious and personable recent grad or early-career candidate who is excited to launch a career in GTM sales.\n\n - Excited to join the sales team at a hyper-growth AI startup disrupting the insurance industry.\n\n - You've worked a high-volume phone role and were good at it, or you haven't, but everyone who knows you is sure you would be.\n\n - Rejection doesn't rattle you.\n\n - Talking to people all day energizes you. Call 50 gets the same energy as call 1.\n\n - You reach for AI tools by instinct. When something is repetitive, your first thought is to automate it.\n\n - You don't need hand-holding. You need a shot.\n\n\n\n\nTHE REALITY: READ THIS BEFORE YOU APPLY\n\n\n\nThis is a high-volume outbound role, on-site in San Francisco, New York or Atlanta. Monday through Friday, 8am to 8pm ET, in the building with the team.\n\n\n\nBut if you're the kind of person who gets sharper as the day goes on, this is one of the fastest paths into tech sales. You'll learn an entire industry from the inside, work at an AI-native company that's actually shipping, and help define what top-of-funnel growth becomes over the next decade.\n\n\n\n\nCOMPENSATION & LOGISTICS\n\n - Salary: $80,000–$135,000 OTE based on experience; higher for top performers.\n\n - Location: On-site, San Francisco, New York or Atlanta. Based here or willing to relocate.\n\n - Schedule: Monday–Friday, 8am–8pm ET. \n\n\n\n\nBENEFITS\n\n - Uber commuter benefits\n\n - Meals provided: breakfast, lunch, and dinner\n\n - Snacks, drinks, and coffee stocked daily\n\n - Free gym membership\n\n - Health, dental, and vision insurance\n\n\n\n\nREQUIREMENTS\n\n - Fluency in fast-paced, demanding environments (new grads OK)\n\n - Strong multitasking ability: talk, listen, and log simultaneously\n\n - Professional, confident, and clear on the phone\n\n - Based in San Francisco, New York or Atlanta in-office, full-time\n\n\n\n\nNICE TO HAVE\n\n - Insurance, fintech, or financial-services background\n\n - Bilingual+\n\n - SDR or BDR roles at high-volume SaaS or AI companies\n\n - Outbound or customer-success-focused experience\n\n\n\n\nPROCESS\n\nWe run a tight process and move fast, because that's how we operate.\n\n 1. AI phone screen. A live role-play sales simulation.\n\n 2. Fit and alignment call. Who you are, what drives you, and whether Harper is the right environment for you to do the best work of your life.\n\n 3. Super day. 3 to 4 hours on-site: case exercises, a live cold call simulation, hands-on work with the team, and a real look at what it means to build at this level. As much for you as for us.\n\n\n\n\nTO APPLY\n\nSend your resume and tell us about the highest-rejection stretch of work you've ever pushed through, and why you kept dialing."},{"id":"4d603511-cb01-4203-a184-13fe60aed9ee","title":"Product Manager","department":"Product","team":"Product","employmentType":"FullTime","location":"San Francisco","secondaryLocations":[],"publishedAt":"2026-05-26T21:30:16.253+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"California","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/harperinsure/4d603511-cb01-4203-a184-13fe60aed9ee","applyUrl":"https://jobs.ashbyhq.com/harperinsure/4d603511-cb01-4203-a184-13fe60aed9ee/application","descriptionHtml":"Harper is an AI-native commercial insurance company in San Francisco. We're not bolting AI onto insurance — we're rebuilding the entire business as software, on a simple bet: turning expert human judgment into compute is one of the largest transitions left to make, and a trillion-dollar industry still run 90% by hand is the place to prove it. We've grown ~100x in the last year and we move at that speed — on-site, in person, long days, very high standards. Almost no one joins Harper for insurance; they join to build the company that replaces how it works.
Harper isn't an AI tool sold to brokers. We are the broker — we do the work end-to-end and sell the outcome: the right coverage, fast, at the right price, with the right service. Owning both sides is the moat, and the companies that win this transition won't just have great AI; they'll have figured out how to organize themselves around it, so that knowledge gets encoded into systems agents and operators can query. That's the question this role sits inside. You'll own a module of the business end-to-end — the customer experience, the operator workflows, and the AI agents underneath — and run it with a forward-deployed engineer and the operators who live in it: sales, service, underwriting, ops. The founding PM team has gone wide across every module; now we go deep. How a daycare buys insurance versus a trucking company. What \"urgency\" means for a tow yard with expiring dealer plates versus a GL renewal. Your job is to encode that nuance into the systems until they do the work as well as a human in most places and better than a human in many. Own the module, move the metric, then go own the next.
Own the KPIs. Conversion, handle time, accuracy, autonomous-resolution rate, retention — whatever the leverage point is for your surface. You set the targets, instrument them, move them. If the metric isn't moving, that's your problem.
Encode the nuance. Translate what makes your module's customers different into rules, prompts, agents, and data structures.
Own the eval regime. Probabilistic systems are only valuable when people trust them: regressions on every change, evals mapped to real outcomes (not vibes), backtests against historical applications, call-by-call review where it matters. You'll be paranoid about silent regressions in a way most PMs aren't.
Build the data flywheel. Work hand-in-glove with data labeling and validation to build the golden datasets your module's models need. You define what \"right\" looks like.
Own the cross-modal experience. Your module spans web, voice, and human. You decide where each modality wins, where they hand off, how the on-ramps feel.
Live with operators. Sit with sales, service, underwriting. Watch the work. Find what's broken before they tell you.
Talk to customers every day. Literally — not \"5 calls last quarter.\"
Prototype with AI. Claude Code, Cursor, Lovable. Walk into the meeting with a working prototype, not a deck.
Hyper-prioritize. Out of 50 asks, find the 3 that move the KPI and ignore the rest with conviction.
1–3 years in product, or an early-career operator, engineer, or AI researcher who's been doing the work without the title.
Demonstrated end-to-end ownership of a product or system — KPIs, roadmap, execution — and a track record of going deep on a domain and encoding what you learned into a system.
You get what an AI services company is: we're not selling software, we're doing the work and selling the outcome, which means you ship behavior into a probabilistic system real operators and customers have to trust.
You're obsessed with evals — you'd rather ship a worse model with a great eval harness than the reverse — and you think in KPIs (\"we cut handle time 40%,\" not \"we shipped the feature\").
You can build: Cursor, Claude Code, Lovable. You can argue AI tradeoffs (agents, LLMs, context engineering, data pipelines, evals) with the engineer who writes the code, even though you don't write it.
You go deep before you go wide, and you want to own a thing, not coordinate one. If \"PM\" sounds like meetings, this isn't it.
Bonus: AI/ML products, voice AI, agent frameworks, or workflow automation; eval/prompt/context engineering; insurance, fintech, or regulated-industry experience; prior startup experience.
On-site in San Francisco, Monday–Friday, roughly 5 AM–8 PM. The hours are long and the learning curve is steep — we hire early-career PMs on purpose and hand them the kind of surface area and reps that take a decade somewhere else. The people who thrive here wouldn't have it any other way. If that's a cost you're glad to pay, this is one of the few PM seats where you own a real piece of the business from week one.
Compensation: $125,000–$170,000 base + performance bonus + equity.
Location: San Francisco, in-office. Based here or willing to relocate.
Benefits: Uber commuter benefits; breakfast, lunch, and dinner provided; snacks and coffee stocked; free gym membership; health, dental, and vision.
Process: 20-min lead screen → technical conversation (walk us through analysis you've done) → on-site.
To apply: Commercial insurance has never been rebuilt, and the gap between what frontier models make possible and what's actually shipped in this industry is the largest it will ever be. If you want to own a module that touches real customers from week one — send your resume and tell us about something you built that moved a number.
","descriptionPlain":"PRODUCT MANAGER\n\n\n\nHarper is an AI-native commercial insurance company in San Francisco. We're not bolting AI onto insurance — we're rebuilding the entire business as software, on a simple bet: turning expert human judgment into compute is one of the largest transitions left to make, and a trillion-dollar industry still run 90% by hand is the place to prove it. We've grown ~100x in the last year and we move at that speed — on-site, in person, long days, very high standards. Almost no one joins Harper for insurance; they join to build the company that replaces how it works.\n\n\n\n\nTHE ROLE\n\n\n\nHarper isn't an AI tool sold to brokers. We are the broker — we do the work end-to-end and sell the outcome: the right coverage, fast, at the right price, with the right service. Owning both sides is the moat, and the companies that win this transition won't just have great AI; they'll have figured out how to organize themselves around it, so that knowledge gets encoded into systems agents and operators can query. That's the question this role sits inside. You'll own a module of the business end-to-end — the customer experience, the operator workflows, and the AI agents underneath — and run it with a forward-deployed engineer and the operators who live in it: sales, service, underwriting, ops. The founding PM team has gone wide across every module; now we go deep. How a daycare buys insurance versus a trucking company. What \"urgency\" means for a tow yard with expiring dealer plates versus a GL renewal. Your job is to encode that nuance into the systems until they do the work as well as a human in most places and better than a human in many. Own the module, move the metric, then go own the next.\n\n\n\n\nWHAT YOU'LL DO\n\n\n\n - Own the KPIs. Conversion, handle time, accuracy, autonomous-resolution rate, retention — whatever the leverage point is for your surface. You set the targets, instrument them, move them. If the metric isn't moving, that's your problem.\n\n - Encode the nuance. Translate what makes your module's customers different into rules, prompts, agents, and data structures.\n\n - Own the eval regime. Probabilistic systems are only valuable when people trust them: regressions on every change, evals mapped to real outcomes (not vibes), backtests against historical applications, call-by-call review where it matters. You'll be paranoid about silent regressions in a way most PMs aren't.\n\n - Build the data flywheel. Work hand-in-glove with data labeling and validation to build the golden datasets your module's models need. You define what \"right\" looks like.\n\n - Own the cross-modal experience. Your module spans web, voice, and human. You decide where each modality wins, where they hand off, how the on-ramps feel.\n\n - Live with operators. Sit with sales, service, underwriting. Watch the work. Find what's broken before they tell you.\n\n - Talk to customers every day. Literally — not \"5 calls last quarter.\"\n\n - Prototype with AI. Claude Code, Cursor, Lovable. Walk into the meeting with a working prototype, not a deck.\n\n - Hyper-prioritize. Out of 50 asks, find the 3 that move the KPI and ignore the rest with conviction.\n\n\n\n\nWHAT WE'RE LOOKING FOR\n\n\n\n - 1–3 years in product, or an early-career operator, engineer, or AI researcher who's been doing the work without the title.\n\n - Demonstrated end-to-end ownership of a product or system — KPIs, roadmap, execution — and a track record of going deep on a domain and encoding what you learned into a system.\n\n - You get what an AI services company is: we're not selling software, we're doing the work and selling the outcome, which means you ship behavior into a probabilistic system real operators and customers have to trust.\n\n - You're obsessed with evals — you'd rather ship a worse model with a great eval harness than the reverse — and you think in KPIs (\"we cut handle time 40%,\" not \"we shipped the feature\").\n\n - You can build: Cursor, Claude Code, Lovable. You can argue AI tradeoffs (agents, LLMs, context engineering, data pipelines, evals) with the engineer who writes the code, even though you don't write it.\n\n - You go deep before you go wide, and you want to own a thing, not coordinate one. If \"PM\" sounds like meetings, this isn't it.\n\n - Bonus: AI/ML products, voice AI, agent frameworks, or workflow automation; eval/prompt/context engineering; insurance, fintech, or regulated-industry experience; prior startup experience.\n\n\n\n\nTHE REALITY\n\n\n\nOn-site in San Francisco, Monday–Friday, roughly 5 AM–8 PM. The hours are long and the learning curve is steep — we hire early-career PMs on purpose and hand them the kind of surface area and reps that take a decade somewhere else. The people who thrive here wouldn't have it any other way. If that's a cost you're glad to pay, this is one of the few PM seats where you own a real piece of the business from week one.\n\n\n\n\nLOGISTICS\n\n\n\n - Compensation: $125,000–$170,000 base + performance bonus + equity.\n\n - Location: San Francisco, in-office. Based here or willing to relocate.\n\n - Benefits: Uber commuter benefits; breakfast, lunch, and dinner provided; snacks and coffee stocked; free gym membership; health, dental, and vision.\n\n - Process: 20-min lead screen → technical conversation (walk us through analysis you've done) → on-site.\n\n\n\nTo apply: Commercial insurance has never been rebuilt, and the gap between what frontier models make possible and what's actually shipped in this industry is the largest it will ever be. If you want to own a module that touches real customers from week one — send your resume and tell us about something you built that moved a number."},{"id":"3f94afd4-5d68-4f94-965f-280a6e1c1957","title":"GTM: New Verticals Lead","department":"Operations","team":"Operations","employmentType":"FullTime","location":"San Francisco","secondaryLocations":[],"publishedAt":"2026-06-05T14:26:36.754+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"California","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/harperinsure/3f94afd4-5d68-4f94-965f-280a6e1c1957","applyUrl":"https://jobs.ashbyhq.com/harperinsure/3f94afd4-5d68-4f94-965f-280a6e1c1957/application","descriptionHtml":"Harper is an AI-native commercial insurance company in San Francisco. We're not bolting AI onto insurance — we're rebuilding the entire business as software, on a simple bet: turning expert human judgment into compute is one of the largest transitions left to make, and a trillion-dollar industry still run 90% by hand is the place to prove it. We've grown ~100x in the last year and we move at that speed — on-site, in person, long days, very high standards. Almost no one joins Harper for insurance; they join to build the company that replaces how it works.
Harper has shown it can take a small-business owner and turn them into a covered customer — at scale, with AI doing a ton of the work behind the human who closes. That motion works. This role takes it into territory we haven't entered yet.
A \"vertical\" is a new kind of business for Harper to insure. Sometimes it's something we already touch and have started to see early signals in. More often it's somewhere we don't operate yet and want to explore. The world keeps creating new ones — a trend shows up in the news, a new kind of company starts scaling, an industry shifts or appears that didn't exist a few years ago — and someone has to decide whether and how Harper should cover it. That someone is you.
This is the explorer's seat. You'll spend your time in unexplored territory: reading where the world is heading, finding where demand is forming before it's obvious, pressure-testing whether Harper can serve a new market well, and turning a faint signal into a real, repeatable business. The path is messy on purpose — there's no map for a market no one has built yet, and a lot of the job is making good decisions with incomplete information. Winning looks like taking something from its first five customers all the way to thousands, then handing it off and going to find the next frontier.
Find the next vertical. Watch where the world is going — new industries, new kinds of businesses, shifts you notice before they're consensus — and bring a sharp point of view on where Harper should go next.
Pressure-test the opportunity. Decide, with limited information, whether a new market is real and whether Harper can serve it well. Bring the thesis and make the case.
Map the path with the team. Work alongside our market and underwriting teams to understand how a new kind of business can actually be covered and what it would take to do it well.
Stand it up end to end. Turn a cold idea into a working business — the workflow, the tools, the way a customer goes from interested to covered. You design the motion; the team builds it with you.
Prove it with real customers. Get the first handful of customers covered and learn what truly works — sometimes by getting on the phone yourself. The goal is a motion tested on real deals, not a plan on a slide.
Drive intake quality and L&D. A clean handoff is where a new vertical succeeds or stalls. Find where things break, fix the patterns, and bring the people working in your vertical up to speed.
Make it repeatable, then hand it off. Codify what works so a team can run it without you — which frees you to go explore the next territory.
Use AI as your default leverage. Do the work of a much larger team with AI doing the heavy lifting and you on top — deciding, verifying, and owning the calls.
You're a few years into your career and have already shown you can own ambiguous, high-stakes work and figure it out — at a startup, in a GTM or operating role, in consulting or banking, or by building something yourself.
You've helped take something from an early idea to real traction — a product, a market, a feature, a business line — and you want a bigger swing of your own next.
You're a builder, not a scaler. You create structure where there's none, and you'd be bored inheriting a motion someone else already proved.
You're a generalist: comfortable moving across strategy, operations, and commercial work in the same day, and willing to do any of it yourself.
You can get people who don't report to you pulling in the same direction.
You're curious about the world and quick to form a view on where things are heading.
You move fast when the picture is incomplete and make the call instead of waiting for certainty.
You learn new domains fast. You don't need insurance experience — you do need to get up to speed on a new market quickly.
You treat AI as real leverage and expect to do the work of a much larger team.
High-agency operators looking for their first real ownership — and ex-founders early in their journey — tend to thrive here.
This is a builder's seat, not a manager's. There's no existing team, playbook, or roadmap for the verticals you'll open — that absence is the job. You'll spend your days context-switching between sizing up a new market, designing how it should work, and getting the first customers covered, often all before lunch. The path is genuinely messy: incomplete information, no precedent, and some bets that won't pan out. It's on-site in San Francisco, in the building, long days, Monday through Friday, with travel when a new market calls for it.
This isn't a role where you inherit a plan and execute it — you write the plan. Almost no one takes this job for insurance. They take it because getting to explore new ground and build a business from a signal up, inside a company growing ~100x, is about as close to founding something as you can get without leaving. If that reads as the point, apply. If the ambiguity reads as a cost, this isn't the seat.
~3–6 years owning ambiguous problems and delivering — startup operating or GTM, new-market or new-product work, consulting, banking, or founding something
Evidence you can take something from an early idea toward real traction, even if you didn't do it alone
Comfort operating with ambiguity and incomplete information
Based in SF or willing to relocate; on-site, in person
Experience launching a new market, product, or vertical at a scaled startup or unicorn
Founder or early-operator background — you've built something from nothing
Comfort partnering closely with product, engineering, and operating teams
Marketplace, fintech, or other operationally complex / regulated-industry experience
Base salary: $125,000–$170,000, plus variable and equity
Equity: Yes — meaningful, reflecting the early, high-ownership scope of the seat
Schedule: Monday–Friday, long days, on-site in San Francisco; occasional travel as new markets require
Licensing: Open to obtaining a commercial insurance producer license if the work calls for it (Harper pays for training and the exam)
Uber commuter benefits
Meals provided — breakfast, lunch, and dinner
Snacks, drinks, and coffee stocked daily
Free gym membership
Health, dental, and vision insurance
Lead screen — fit and alignment
Founder screen — skills, judgment, and how you think about a new market
Super day — how you actually operate, in real time, on a real problem
Send your resume and a short pitch: name one industry or kind of business you think is about to need insurance — or need it differently than it does today — and tell us why, plus how you'd test the idea with the first few customers. Tell us about something you took from zero to real scale, too — and the one thing you'd have done sooner.
","descriptionPlain":"GTM: NEW VERTICALS LEAD\n\n\n\nHarper is an AI-native commercial insurance company in San Francisco. We're not bolting AI onto insurance — we're rebuilding the entire business as software, on a simple bet: turning expert human judgment into compute is one of the largest transitions left to make, and a trillion-dollar industry still run 90% by hand is the place to prove it. We've grown ~100x in the last year and we move at that speed — on-site, in person, long days, very high standards. Almost no one joins Harper for insurance; they join to build the company that replaces how it works.\n\n\n\n\nTHE ROLE\n\n\n\nHarper has shown it can take a small-business owner and turn them into a covered customer — at scale, with AI doing a ton of the work behind the human who closes. That motion works. This role takes it into territory we haven't entered yet.\n\n\n\nA \"vertical\" is a new kind of business for Harper to insure. Sometimes it's something we already touch and have started to see early signals in. More often it's somewhere we don't operate yet and want to explore. The world keeps creating new ones — a trend shows up in the news, a new kind of company starts scaling, an industry shifts or appears that didn't exist a few years ago — and someone has to decide whether and how Harper should cover it. That someone is you.\n\n\n\nThis is the explorer's seat. You'll spend your time in unexplored territory: reading where the world is heading, finding where demand is forming before it's obvious, pressure-testing whether Harper can serve a new market well, and turning a faint signal into a real, repeatable business. The path is messy on purpose — there's no map for a market no one has built yet, and a lot of the job is making good decisions with incomplete information. Winning looks like taking something from its first five customers all the way to thousands, then handing it off and going to find the next frontier.\n\n\n\n\nWHAT YOU'LL DO\n\n\n\n - Find the next vertical. Watch where the world is going — new industries, new kinds of businesses, shifts you notice before they're consensus — and bring a sharp point of view on where Harper should go next.\n\n - Pressure-test the opportunity. Decide, with limited information, whether a new market is real and whether Harper can serve it well. Bring the thesis and make the case.\n\n - Map the path with the team. Work alongside our market and underwriting teams to understand how a new kind of business can actually be covered and what it would take to do it well.\n\n - Stand it up end to end. Turn a cold idea into a working business — the workflow, the tools, the way a customer goes from interested to covered. You design the motion; the team builds it with you.\n\n - Prove it with real customers. Get the first handful of customers covered and learn what truly works — sometimes by getting on the phone yourself. The goal is a motion tested on real deals, not a plan on a slide.\n\n - Drive intake quality and L&D. A clean handoff is where a new vertical succeeds or stalls. Find where things break, fix the patterns, and bring the people working in your vertical up to speed.\n\n - Make it repeatable, then hand it off. Codify what works so a team can run it without you — which frees you to go explore the next territory.\n\n - Use AI as your default leverage. Do the work of a much larger team with AI doing the heavy lifting and you on top — deciding, verifying, and owning the calls.\n\n\n\n\nWHO YOU ARE\n\n\n\n - You're a few years into your career and have already shown you can own ambiguous, high-stakes work and figure it out — at a startup, in a GTM or operating role, in consulting or banking, or by building something yourself.\n\n - You've helped take something from an early idea to real traction — a product, a market, a feature, a business line — and you want a bigger swing of your own next.\n\n - You're a builder, not a scaler. You create structure where there's none, and you'd be bored inheriting a motion someone else already proved.\n\n - You're a generalist: comfortable moving across strategy, operations, and commercial work in the same day, and willing to do any of it yourself.\n\n - You can get people who don't report to you pulling in the same direction.\n\n - You're curious about the world and quick to form a view on where things are heading.\n\n - You move fast when the picture is incomplete and make the call instead of waiting for certainty.\n\n - You learn new domains fast. You don't need insurance experience — you do need to get up to speed on a new market quickly.\n\n - You treat AI as real leverage and expect to do the work of a much larger team.\n\n - High-agency operators looking for their first real ownership — and ex-founders early in their journey — tend to thrive here.\n\n\n\n\nTHE REALITY\n\n\n\nThis is a builder's seat, not a manager's. There's no existing team, playbook, or roadmap for the verticals you'll open — that absence is the job. You'll spend your days context-switching between sizing up a new market, designing how it should work, and getting the first customers covered, often all before lunch. The path is genuinely messy: incomplete information, no precedent, and some bets that won't pan out. It's on-site in San Francisco, in the building, long days, Monday through Friday, with travel when a new market calls for it.\n\n\n\nThis isn't a role where you inherit a plan and execute it — you write the plan. Almost no one takes this job for insurance. They take it because getting to explore new ground and build a business from a signal up, inside a company growing ~100x, is about as close to founding something as you can get without leaving. If that reads as the point, apply. If the ambiguity reads as a cost, this isn't the seat.\n\n\n\n\nWHAT WE'RE LOOKING FOR\n\n\n\n - ~3–6 years owning ambiguous problems and delivering — startup operating or GTM, new-market or new-product work, consulting, banking, or founding something\n\n - Evidence you can take something from an early idea toward real traction, even if you didn't do it alone\n\n - Comfort operating with ambiguity and incomplete information\n\n - Based in SF or willing to relocate; on-site, in person\n\n\n\n\nNICE TO HAVE\n\n\n\n - Experience launching a new market, product, or vertical at a scaled startup or unicorn\n\n - Founder or early-operator background — you've built something from nothing\n\n - Comfort partnering closely with product, engineering, and operating teams\n\n - Marketplace, fintech, or other operationally complex / regulated-industry experience\n\n\n\n\nCOMPENSATION & LOGISTICS\n\n\n\n - Base salary: $125,000–$170,000, plus variable and equity\n\n - Equity: Yes — meaningful, reflecting the early, high-ownership scope of the seat\n\n - Schedule: Monday–Friday, long days, on-site in San Francisco; occasional travel as new markets require\n\n - Licensing: Open to obtaining a commercial insurance producer license if the work calls for it (Harper pays for training and the exam)\n\n\n\n\nBENEFITS\n\n\n\n - Uber commuter benefits\n\n - Meals provided — breakfast, lunch, and dinner\n\n - Snacks, drinks, and coffee stocked daily\n\n - Free gym membership\n\n - Health, dental, and vision insurance\n\n\n\n\nHIRING PROCESS\n\n\n\n 1. Lead screen — fit and alignment\n\n 2. Founder screen — skills, judgment, and how you think about a new market\n\n 3. Super day — how you actually operate, in real time, on a real problem\n\n\n\n\nTO APPLY\n\n\n\nSend your resume and a short pitch: name one industry or kind of business you think is about to need insurance — or need it differently than it does today — and tell us why, plus how you'd test the idea with the first few customers. Tell us about something you took from zero to real scale, too — and the one thing you'd have done sooner."},{"id":"5c1d20be-2113-4552-a4c3-b7546f2b274f","title":"Operating Memory Lead","department":"Operations","team":"Operations","employmentType":"FullTime","location":"San Francisco","secondaryLocations":[],"publishedAt":"2026-05-28T16:01:45.346+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"California","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/harperinsure/5c1d20be-2113-4552-a4c3-b7546f2b274f","applyUrl":"https://jobs.ashbyhq.com/harperinsure/5c1d20be-2113-4552-a4c3-b7546f2b274f/application","descriptionHtml":"Harper is an AI-native commercial insurance company in San Francisco. We're not bolting AI onto insurance — we're rebuilding the entire business as software, on a simple bet: turning expert human judgment into compute is one of the largest transitions left to make, and a trillion-dollar industry still run 90% by hand is the place to prove it. We've grown ~100x in the last year and we move at that speed — on-site, in person, long days, very high standards. Almost no one joins Harper for insurance; they join to build the company that replaces how it works.
The bet — turning human judgment into compute — has a precondition: the judgment has to be written down. AI doesn't magically understand a company. It works only when the business is documented clearly enough for systems to retrieve the right context, recognize the workflow, handle the edge cases, and escalate when a human is actually needed.
Right now most of Harper's operating knowledge lives in people's heads: how a top rep prioritizes quotes, how service handles an edge case, which underwriter to chase, what a customer really means when they push back at bind, why a workflow changed yesterday. That works at small scale and breaks at ~1,000 new customers a month. The next bottleneck here isn't engineering — it's knowledge. Every process that lives only in someone's head is a future failure mode. Every undocumented edge case is rework. A workflow that isn't clear enough for a new hire isn't clear enough for an AI agent either.
You turn that messy operating reality into structured, AI-legible knowledge — and make sure Harper's knowledge compounds instead of disappearing.
Capture tribal knowledge. Embed with sales, intake, service, placements, and renewals. Sit with operators, shadow workflows, listen to calls, read transcripts, and document what people \"just know.\"
Build operating memory. Turn transcripts, Slack threads, Looms, and one-off explanations into source-of-truth docs, decision logs, playbooks, process maps, onboarding paths, and glossaries.
Use AI as a force multiplier. Build repeatable workflows that turn raw context into decisions, owners, open loops, SOPs, training material, and product requirements.
Make meetings AI-legible. Shape conversations in real time so they produce useful artifacts — decisions, owners, definitions, edge cases, unresolved questions, next steps. Ask the questions that turn a meeting into an artifact: who owns this, what's the exception, what's the source of truth, what would someone misread from the transcript alone.
Find the edge cases. Document where workflows break — reworks, escalations, stale quotes, underwriter follow-ups, payment/binder gaps, COI delays, customer confusion.
Translate ops into product. Sit between operators and engineering; capture what people do, where tools fail, what workarounds exist, what needs to be built.
Maintain the knowledge base. Keep docs current, assign owners, kill stale guidance, make sure people know where the truth lives.
Turn repeated problems into systems. If the same issue happens three times, it becomes a playbook, a QA check, a training artifact, or a product requirement.
An exceptional writer and synthesizer who can turn a messy transcript into a clear operating doc the same day.
Genuinely AI-native in practice — not \"I use ChatGPT,\" but you have taste for when an output is structurally wrong, not just stylistically off. You prompt for extraction (decisions, contradictions, owners, edge cases), not just summarization, and you know good output depends on good context you engineer upstream.
Curious about how organizations actually work, and you like sitting with operators.
You notice hidden assumptions, missing ownership, and contradictions other people walk past.
Structured but not bureaucratic; you care whether documentation changes behavior, not whether it looks polished.
Low-ego, persistent, and allergic to \"someone should probably document that.\"
Requirements: 2–8 years in research, product ops, knowledge management, technical writing, implementation, chief-of-staff work, qualitative research, instructional design, or startup operations; exceptional written communication; strong AI-tool fluency (Claude, ChatGPT, Granola, transcript workflows, structured prompting, AI-assisted synthesis); demonstrated ability to interview stakeholders and extract operational detail; strong information-architecture instincts; comfort in a fast-moving, ambiguous startup; based in SF or willing to relocate.
Backgrounds that could work: qualitative or academic research, ethnography, instructional/curriculum design, knowledge management, product ops, technical writing, research ops, implementation, chief of staff, library and information science, AI ops / human-in-the-loop work, or messy startup operations. The exact background matters less than the ability to extract knowledge, impose useful structure, use AI tools well, and create artifacts that change how people work.
So the right person applies and the wrong person doesn't, plainly:
This is not a note-taking role, and it is not \"make the Notion pretty.\" If your mental model is tidy documentation, this isn't it. This is an operating role: walk into ambiguity, find the hidden logic, and turn it into systems people and AI actually use.
Real AI-tool fluency is a hard gate, not a nice-to-have. You'll be judged on whether your AI-built artifacts are structurally correct and reusable — taste matters more than tool familiarity.
You succeed only if behavior changes. A beautiful doc nobody uses is a failure here. The measure is whether the workflow got faster, the edge case stopped recurring, the new hire ramped without a meeting.
On-site SF, long days. Mon–Fri, in-office hours that match the rest of the company.
Salary: $90,000–$150,000 + performance bonuses & equity
Location: San Francisco, in-office. Based in SF or willing to relocate.
Schedule: Monday–Friday, in-office hours matching the rest of the company.
Benefits: Uber commuter benefits; breakfast, lunch, and dinner provided; snacks, drinks, and coffee daily; free gym membership; health, dental, and vision insurance.
15-minute founder call — alignment on mission, pace, and role fit
Work sample — turn messy source material into structured operating memory using AI tools
On-site super day — sit with operators, review transcripts, meet product and engineering, show how you think
Final conversation — scope, comp, start date
Send your resume and tell us about a time you turned messy, undocumented knowledge into something other people actually used. Bonus points if you include the artifact — doc, playbook, process map, onboarding guide, research synthesis, curriculum, or internal system — and show how you used AI tools to do it faster or better.
","descriptionPlain":"OPERATING MEMORY LEAD\n\n\n\nHarper is an AI-native commercial insurance company in San Francisco. We're not bolting AI onto insurance — we're rebuilding the entire business as software, on a simple bet: turning expert human judgment into compute is one of the largest transitions left to make, and a trillion-dollar industry still run 90% by hand is the place to prove it. We've grown ~100x in the last year and we move at that speed — on-site, in person, long days, very high standards. Almost no one joins Harper for insurance; they join to build the company that replaces how it works.\n\n\n\n\nTHE ROLE\n\n\n\nThe bet — turning human judgment into compute — has a precondition: the judgment has to be written down. AI doesn't magically understand a company. It works only when the business is documented clearly enough for systems to retrieve the right context, recognize the workflow, handle the edge cases, and escalate when a human is actually needed.\n\n\n\nRight now most of Harper's operating knowledge lives in people's heads: how a top rep prioritizes quotes, how service handles an edge case, which underwriter to chase, what a customer really means when they push back at bind, why a workflow changed yesterday. That works at small scale and breaks at ~1,000 new customers a month. The next bottleneck here isn't engineering — it's knowledge. Every process that lives only in someone's head is a future failure mode. Every undocumented edge case is rework. A workflow that isn't clear enough for a new hire isn't clear enough for an AI agent either.\n\n\n\nYou turn that messy operating reality into structured, AI-legible knowledge — and make sure Harper's knowledge compounds instead of disappearing.\n\n\n\n\nWHAT YOU'LL DO\n\n\n\n - Capture tribal knowledge. Embed with sales, intake, service, placements, and renewals. Sit with operators, shadow workflows, listen to calls, read transcripts, and document what people \"just know.\"\n\n - Build operating memory. Turn transcripts, Slack threads, Looms, and one-off explanations into source-of-truth docs, decision logs, playbooks, process maps, onboarding paths, and glossaries.\n\n - Use AI as a force multiplier. Build repeatable workflows that turn raw context into decisions, owners, open loops, SOPs, training material, and product requirements.\n\n - Make meetings AI-legible. Shape conversations in real time so they produce useful artifacts — decisions, owners, definitions, edge cases, unresolved questions, next steps. Ask the questions that turn a meeting into an artifact: who owns this, what's the exception, what's the source of truth, what would someone misread from the transcript alone.\n\n - Find the edge cases. Document where workflows break — reworks, escalations, stale quotes, underwriter follow-ups, payment/binder gaps, COI delays, customer confusion.\n\n - Translate ops into product. Sit between operators and engineering; capture what people do, where tools fail, what workarounds exist, what needs to be built.\n\n - Maintain the knowledge base. Keep docs current, assign owners, kill stale guidance, make sure people know where the truth lives.\n\n - Turn repeated problems into systems. If the same issue happens three times, it becomes a playbook, a QA check, a training artifact, or a product requirement.\n\n\n\n\nWHO YOU ARE\n\n\n\n - An exceptional writer and synthesizer who can turn a messy transcript into a clear operating doc the same day.\n\n - Genuinely AI-native in practice — not \"I use ChatGPT,\" but you have taste for when an output is structurally wrong, not just stylistically off. You prompt for extraction (decisions, contradictions, owners, edge cases), not just summarization, and you know good output depends on good context you engineer upstream.\n\n - Curious about how organizations actually work, and you like sitting with operators.\n\n - You notice hidden assumptions, missing ownership, and contradictions other people walk past.\n\n - Structured but not bureaucratic; you care whether documentation changes behavior, not whether it looks polished.\n\n - Low-ego, persistent, and allergic to \"someone should probably document that.\"\n\n\n\nRequirements: 2–8 years in research, product ops, knowledge management, technical writing, implementation, chief-of-staff work, qualitative research, instructional design, or startup operations; exceptional written communication; strong AI-tool fluency (Claude, ChatGPT, Granola, transcript workflows, structured prompting, AI-assisted synthesis); demonstrated ability to interview stakeholders and extract operational detail; strong information-architecture instincts; comfort in a fast-moving, ambiguous startup; based in SF or willing to relocate.\n\n\n\nBackgrounds that could work: qualitative or academic research, ethnography, instructional/curriculum design, knowledge management, product ops, technical writing, research ops, implementation, chief of staff, library and information science, AI ops / human-in-the-loop work, or messy startup operations. The exact background matters less than the ability to extract knowledge, impose useful structure, use AI tools well, and create artifacts that change how people work.\n\n\n\n\nTHE HONEST DAY-TO-DAY\n\n\n\nSo the right person applies and the wrong person doesn't, plainly:\n\n - This is not a note-taking role, and it is not \"make the Notion pretty.\" If your mental model is tidy documentation, this isn't it. This is an operating role: walk into ambiguity, find the hidden logic, and turn it into systems people and AI actually use.\n\n - Real AI-tool fluency is a hard gate, not a nice-to-have. You'll be judged on whether your AI-built artifacts are structurally correct and reusable — taste matters more than tool familiarity.\n\n - You succeed only if behavior changes. A beautiful doc nobody uses is a failure here. The measure is whether the workflow got faster, the edge case stopped recurring, the new hire ramped without a meeting.\n\n - On-site SF, long days. Mon–Fri, in-office hours that match the rest of the company.\n\n\n\n\nCOMPENSATION & LOGISTICS\n\n\n\n - Salary: $90,000–$150,000 + performance bonuses & equity\n\n - Location: San Francisco, in-office. Based in SF or willing to relocate.\n\n - Schedule: Monday–Friday, in-office hours matching the rest of the company.\n\n - Benefits: Uber commuter benefits; breakfast, lunch, and dinner provided; snacks, drinks, and coffee daily; free gym membership; health, dental, and vision insurance.\n\n\n\n\nPROCESS\n\n\n\n 1. 15-minute founder call — alignment on mission, pace, and role fit\n\n 2. Work sample — turn messy source material into structured operating memory using AI tools\n\n 3. On-site super day — sit with operators, review transcripts, meet product and engineering, show how you think\n\n 4. Final conversation — scope, comp, start date\n\n\n\n\nTO APPLY\n\n\n\nSend your resume and tell us about a time you turned messy, undocumented knowledge into something other people actually used. Bonus points if you include the artifact — doc, playbook, process map, onboarding guide, research synthesis, curriculum, or internal system — and show how you used AI tools to do it faster or better."},{"id":"b2447b59-5f34-4e27-955c-e4211baa2ca0","title":"Learning & Knowledge Systems Lead","department":"People","team":"People","employmentType":"FullTime","location":"San Francisco","secondaryLocations":[],"publishedAt":"2026-06-02T00:55:37.162+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"California","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/harperinsure/b2447b59-5f34-4e27-955c-e4211baa2ca0","applyUrl":"https://jobs.ashbyhq.com/harperinsure/b2447b59-5f34-4e27-955c-e4211baa2ca0/application","descriptionHtml":"Harper is an AI-native commercial insurance company in San Francisco. We're not bolting AI onto insurance — we're rebuilding the entire business as software, on a simple bet: turning expert human judgment into compute is one of the largest transitions left to make, and a trillion-dollar industry still run 90% by hand is the place to prove it. We've grown ~100x in the last year and we move at that speed — on-site, in person, long days, very high standards. Almost no one joins Harper for insurance; they join to build the company that replaces how it works.
You turn the judgment locked inside Harper's best operators into AI-legible knowledge — living docs, decision logs, and retrievable skills the agents can actually call — and you get the rest of the company running against it.
AI doesn't understand a company by default. It works only when the business is documented clearly enough for a system to retrieve the right context, recognize the workflow, handle the edge case, and escalate when human judgment is required.
Right now most of how Harper operates lives in people's heads: how a top rep sequences quotes, how service handles the weird bind, how market routing actually works, what a customer means when they push back. That holds at small scale. It breaks at ~1,000 new customers a month. Every undocumented process is a future failure mode; every AI-generated playbook that dies in a chat thread is throughput left on the floor.
The next bottleneck here isn't engineering. It's knowledge — and how fast people can absorb it. This role removes that bottleneck.
Be clear about what this is not. This is not corporate L&D. No LMS, no slide decks, no e-learning project, no making-the-Notion-pretty. This is knowledge engineering: sit with operators, extract how they actually think, and turn it into structured knowledge a human and a model can use.
Two tracks, running in parallel, at the intersection of Operations, Engineering, and RevOps.
Build the operating memory.
Embed with sales, intake, service, placements, and renewals. Sit with operators, listen to calls, shadow workflows, and document what people \"just know.\"
Turn transcripts, Slack threads, Looms, and one-off explanations into source-of-truth docs, decision logs, playbooks, process maps, glossaries, and system-boundary docs (what each internal system does, where one stops and the next begins, and what gets misread).
Graduate stabilized rules into skills the agents can call, and partner with engineering on refresh automations so docs stay alive instead of going stale.
Hunt the edge cases — reworks, escalations, stale quotes, market follow-ups, binder/payment gaps, customer confusion — and write them down before they bite again.
Get the company to run against it.
When a rich AI-generated playbook lands, distill it into an executable plan: named owners, the first three moves, a rollout cadence and date. The plan doesn't run itself; you make it run.
Build the onboarding paths and setup scripts that get a new hire into Cursor, Claude Code, and the harness within a week.
Run cohort rollouts, drive adoption, and make activity visible — we should know who's actually in the harness.
Shape meetings in real time so they produce useful artifacts: decisions, owners, definitions, edge cases, open questions, next steps.
When the same problem shows up three times, turn it into a playbook, a QA check, a skill, or a product requirement. You'll work directly with the CEO when extraction calls for it.
An exceptional writer and synthesizer. You can take a messy transcript to a clear operating doc, and a clear doc to something a team actually executes against.
AI-native in practice — this is the bar. Not \"I use ChatGPT.\" You have taste for when an output is structurally wrong, not just stylistically off. You prompt for extraction (decisions, contradictions, owners, edge cases), not just summarization. You know good output depends on good context, and you engineer that context upstream. Cursor, Claude Code, MCP servers, agent memory files, Granola, structured prompting are tools you reach for without thinking.
Genuinely curious about how organizations work, and happy to sit with operators to find out.
Structured but not bureaucratic. You care whether documentation changes behavior, not whether it looks polished.
Able to operate in chaos without becoming chaotic. Low-ego, persistent, and allergic to \"someone should probably document that.\"
Backgrounds that can work (the skill matters more than the title): modern enablement at an AI-native company, qualitative/academic research, ethnography, instructional or curriculum design, knowledge management, product ops, technical writing, research ops, implementation, chief of staff roles, library and information science, AI ops / human-in-the-loop work, or startup operations where the systems were messy and someone had to make them legible.
Requirements
3–8 years in a relevant field (see above).
Exceptional written communication and strong information-architecture instincts.
Real AI-tool fluency in practice: Cursor, Claude Code, MCP servers, agent memory files, Granola, structured prompting, AI-assisted synthesis.
Demonstrated ability to interview stakeholders, extract operational detail, and turn messy conversations into clear decisions and source-of-truth docs.
A track record of running an adoption rollout that actually changed how a team worked.
Comfort in a fast-moving, ambiguous startup. Based in San Francisco or willing to relocate.
Nice to have: experience at an AI-native or dev-tools company; authoring Claude/agent skills or similar capability modules; RAG/search systems, data labeling, evals on knowledge systems, or human-in-the-loop QA; working with engineering on living-doc refresh automations; translating operator feedback into product requirements; taxonomy/metadata/content governance; insurance, fintech, B2B services, or another high-volume operational environment.
On-site in San Francisco, in the building with the operators whose knowledge you're extracting — this work doesn't happen remotely. The hours are long and the standards are high, because a rebuild this large doesn't happen part-time. The people who thrive here want it that way. If you want to walk into ambiguity, find the hidden logic, and turn it into systems the whole company runs against at AI speed, this is the seat.
Salary: $110,000–$170,000 + performance bonuses & equity
Location: San Francisco, in-office hours matching the rest of the company.
Schedule: Monday–Friday, in-office hours that match the rest of the company. The hours are long.
Benefits: Uber commuter benefits; breakfast, lunch, and dinner provided; snacks/drinks/coffee daily; free gym membership; health, dental, and vision insurance.
One to two screening calls — alignment on mission, pace, and role fit.
On-site super day — sit with operators, review transcripts, meet product and engineering, and show how you think.
Harper is an AI-native commercial insurance company in San Francisco. We're not bolting AI onto insurance — we're rebuilding the entire business as software, on a simple bet: turning expert human judgment into compute is one of the largest transitions left to make, and a trillion-dollar industry still run 90% by hand is the place to prove it. We've grown ~100x in the last year and we move at that speed — on-site, in person, long days, very high standards. Almost no one joins Harper for insurance; they join to build the company that replaces how it works.
Harper turns small-business owners into covered customers at volume, with AI doing the heavy lifting behind the human who closes. We've grown ~100x in a year. The constraint isn't demand. It's getting in front of the right business at the moment buying insurance stops being optional. That's where this role lives.
You'll build distribution at forcing mechanisms: the regulators, lenders, landlords, franchisors, and trusted advisors who make coverage non-optional for a business. Whoever owns that moment owns the highest-intent customer in the market, and your job is to plug Harper into them and turn each one into a channel that compounds. This is the playbook behind the best distribution businesses (payments networks, commerce platforms, marketplaces): find the installed base, mandate, or transaction moment that carries a product to the customer exactly when they need it. You don't need an insurance background to see the shape of it. You need to have built distribution somewhere.
It's a founding-leader seat reporting to the CEO, in growth and biz-ops, not marketing or pure sales. You start hands-on and earn a team by proving the motion.
Close the first marquee partners yourself, structure the economics, and write the playbook from live deals.
Decide which channels to build and in what order, and say no to the rest.
Build the attribution, payouts, and contracts so every partner-sourced dollar is tracked.
Route every referral to a named owner with a tracked outcome.
Design partner economics counsel can clear before launch, and keep the regulated path fast.
Own the scoreboard: partner-sourced conversion, revenue per partner, time-to-first-referral, reviewed weekly with the CEO.
Hire an execution lead and build the team once the motion is proven.
You think in distribution, not logos.
You're a player-coach: you'll close deals this quarter and build the team next year.
You're rigorous about attribution and unit economics, including thin-margin, high-volume models.
You move cross-functional work across product, legal, compliance, and ops without owning those teams.
You treat regulation as a design problem, not a blocker.
You learn a new domain fast and use AI as real leverage.
A track record building distribution, channel, or platform partnerships that drove attributable revenue, at a payments, commerce, fintech, marketplace, or platform company (or somewhere equally complex).
You've personally closed and structured partner deals, not just managed a team that did.
Comfort with low-margin, high-volume unit economics.
Based in SF or willing to relocate; on-site, with travel to partner markets.
Insurance, insurtech, or other regulated-distribution experience (useful, never required).
Embedded or API distribution, developer/ISV ecosystems, or marketplace app stores.
Channel or reseller program design.
A regulated launch navigated with counsel.
This is a build-from-zero seat, not a big-company partnerships seat. No team, no pipeline, no brand opening doors. You are the brand, and the first quarter is you closing deals yourself. The deals are small and the discipline is high, so small-dollar, high-volume economics have to energize you. It's on-site in San Francisco, long days, Monday to Friday, with travel when the work calls for it. Almost no one takes this job for insurance. They take it because owning distribution from zero at a company growing ~100x is about as close to founding something as you can get without leaving.
Salary: $190,000 to $260,000 base, plus a milestone-based variable tied to partner-sourced revenue, plus meaningful equity.
Location: On-site, San Francisco. Based here or willing to relocate.
Schedule: Monday to Friday, long days, on-site, with travel to partner markets as needed.
Uber commuter benefits
Meals provided: breakfast, lunch, and dinner
Snacks, drinks, and coffee stocked daily
Free gym membership
Health, dental, and vision insurance
Lead screen - Fit and alignment.
Founder screen with the CEO - How you think about distribution at a forcing mechanism.
Super day - Work a live partner pitch and present a partnership you built.
Send your resume and one partnership or distribution channel you built yourself: who the partner was, the forcing mechanism it sat on, the economics you structured, and how you know it worked.
","descriptionPlain":"HEAD OF PARTNERSHIPS\n\n\n\nHarper is an AI-native commercial insurance company in San Francisco. We're not bolting AI onto insurance — we're rebuilding the entire business as software, on a simple bet: turning expert human judgment into compute is one of the largest transitions left to make, and a trillion-dollar industry still run 90% by hand is the place to prove it. We've grown ~100x in the last year and we move at that speed — on-site, in person, long days, very high standards. Almost no one joins Harper for insurance; they join to build the company that replaces how it works.\n\n\n\n\nTHE ROLE\n\n\n\nHarper turns small-business owners into covered customers at volume, with AI doing the heavy lifting behind the human who closes. We've grown ~100x in a year. The constraint isn't demand. It's getting in front of the right business at the moment buying insurance stops being optional. That's where this role lives.\n\n\n\nYou'll build distribution at forcing mechanisms: the regulators, lenders, landlords, franchisors, and trusted advisors who make coverage non-optional for a business. Whoever owns that moment owns the highest-intent customer in the market, and your job is to plug Harper into them and turn each one into a channel that compounds. This is the playbook behind the best distribution businesses (payments networks, commerce platforms, marketplaces): find the installed base, mandate, or transaction moment that carries a product to the customer exactly when they need it. You don't need an insurance background to see the shape of it. You need to have built distribution somewhere.\n\n\n\nIt's a founding-leader seat reporting to the CEO, in growth and biz-ops, not marketing or pure sales. You start hands-on and earn a team by proving the motion.\n\n\n\n\nWHAT YOU'LL DO\n\n\n\n - Close the first marquee partners yourself, structure the economics, and write the playbook from live deals.\n\n - Decide which channels to build and in what order, and say no to the rest.\n\n - Build the attribution, payouts, and contracts so every partner-sourced dollar is tracked.\n\n - Route every referral to a named owner with a tracked outcome.\n\n - Design partner economics counsel can clear before launch, and keep the regulated path fast.\n\n - Own the scoreboard: partner-sourced conversion, revenue per partner, time-to-first-referral, reviewed weekly with the CEO.\n\n - Hire an execution lead and build the team once the motion is proven.\n\n\n\n\nWHO YOU ARE\n\n\n\n - You think in distribution, not logos.\n\n - You're a player-coach: you'll close deals this quarter and build the team next year.\n\n - You're rigorous about attribution and unit economics, including thin-margin, high-volume models.\n\n - You move cross-functional work across product, legal, compliance, and ops without owning those teams.\n\n - You treat regulation as a design problem, not a blocker.\n\n - You learn a new domain fast and use AI as real leverage.\n\n\n\n\nREQUIREMENTS\n\n\n\n - A track record building distribution, channel, or platform partnerships that drove attributable revenue, at a payments, commerce, fintech, marketplace, or platform company (or somewhere equally complex).\n\n - You've personally closed and structured partner deals, not just managed a team that did.\n\n - Comfort with low-margin, high-volume unit economics.\n\n - Based in SF or willing to relocate; on-site, with travel to partner markets.\n\n\n\n\nNICE TO HAVE\n\n\n\n - Insurance, insurtech, or other regulated-distribution experience (useful, never required).\n\n - Embedded or API distribution, developer/ISV ecosystems, or marketplace app stores.\n\n - Channel or reseller program design.\n\n - A regulated launch navigated with counsel.\n\n\n\n\nTHE REALITY\n\n\n\nThis is a build-from-zero seat, not a big-company partnerships seat. No team, no pipeline, no brand opening doors. You are the brand, and the first quarter is you closing deals yourself. The deals are small and the discipline is high, so small-dollar, high-volume economics have to energize you. It's on-site in San Francisco, long days, Monday to Friday, with travel when the work calls for it. Almost no one takes this job for insurance. They take it because owning distribution from zero at a company growing ~100x is about as close to founding something as you can get without leaving.\n\n\n\n\nCOMPENSATION\n\n\n\n - Salary: $190,000 to $260,000 base, plus a milestone-based variable tied to partner-sourced revenue, plus meaningful equity.\n\n - Location: On-site, San Francisco. Based here or willing to relocate.\n\n - Schedule: Monday to Friday, long days, on-site, with travel to partner markets as needed.\n\n\n\n\nBENEFITS\n\n\n\n - Uber commuter benefits\n\n - Meals provided: breakfast, lunch, and dinner\n\n - Snacks, drinks, and coffee stocked daily\n\n - Free gym membership\n\n - Health, dental, and vision insurance\n\n\n\n\nTHE PROCESS\n\n\n\n 1. Lead screen - Fit and alignment.\n\n 2. Founder screen with the CEO - How you think about distribution at a forcing mechanism.\n\n 3. Super day - Work a live partner pitch and present a partnership you built.\n\n\n\n\nTO APPLY\n\n\n\nSend your resume and one partnership or distribution channel you built yourself: who the partner was, the forcing mechanism it sat on, the economics you structured, and how you know it worked."},{"id":"52bdda0e-d294-485c-9657-8462d485908c","title":"Account Executive, New Business","department":"Growth","team":"Growth","employmentType":"FullTime","location":"San Francisco","secondaryLocations":[{"location":"New York","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York City"}}},{"location":"Atlanta","address":{"postalAddress":{"addressRegion":"Georgia","addressCountry":"United States","addressLocality":"Atlanta"}}}],"publishedAt":"2026-07-08T16:06:49.672+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"California","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/harperinsure/52bdda0e-d294-485c-9657-8462d485908c","applyUrl":"https://jobs.ashbyhq.com/harperinsure/52bdda0e-d294-485c-9657-8462d485908c/application","descriptionHtml":"Harper is an AI-native commercial insurance company in San Francisco. We're not bolting AI onto insurance — we're rebuilding the entire business as software, on a simple bet: turning expert human judgment into compute is one of the largest transitions left to make, and a trillion-dollar industry still run 90% by hand is the place to prove it. We've grown ~100x in the last year and we move at that speed — on-site, in person, long days, very high standards. Almost no one joins Harper for insurance; they join to build the company that replaces how it works.
You are the proof. AI now does most of the work of getting a business quoted and covered at Harper — but a human still closes, and that human is you. You sit at the exact line where the machine hands off to judgment: you take warmed, qualified small-business owners and turn them into customers, on the phone, at volume, all day.
This is high-velocity SMB sales, not enterprise. Short cycles, fast decisions, no procurement committees. The number you move is revenue, and you move it by talking to a lot of people and closing a lot of them. As we get better at converting judgment into software, your job is to close what the system surfaces today — and to show us where a human still beats the machine, so we can teach it that part next.
Close SMB deals at volume. 100+ calls a day with small business owners. Learn the playbook in week one, beat it by week two. You're measured on policies closed and revenue generated — nothing softer.
Sell with the tools, not around them. Use Harper's AI to prep, qualify, and follow up so your conversion holds when the call count climbs. When a tool slows you down, you say so; when you find an edge the tool should learn, you write it down.
Hold your close rate at scale. Call 100 gets the same sharpness as call 1. Quality doesn't decay as volume goes up.
Expand into new lines. As Harper adds insurance products, you close across them. The book grows; so does what you can sell.
Make yourself reproducible. The way you handle an objection, sequence a pitch, or save a deal becomes input the company keeps — playbook, prompt, or process. Your best instincts shouldn't live only in your head.
You've built a career closing SMB and you understand how small business owners think, decide, and buy — and you earn their trust fast.
You're a closer first, with a real track record of closing at high velocity and high volume. 100+ calls a day is a rhythm you've lived, not a number that scares you.
Your close rate doesn't fall apart when the volume doubles.
You're comfortable being measured hard, in public, on revenue.
You treat AI as leverage — using it to prep and qualify faster — and you have opinions about where it helps and where it gets in the way.
You don't need insurance experience on day one. We'll teach you. You'll get licensed fast (we pay for it).
Ex-founders and operators who've built something from nothing tend to do well here.
This job is the phone. ~5am–7pm, Monday–Friday, on-site in San Francisco, in the building with the team. 100+ calls a day, every day. You'll need a commercial insurance producer license within roughly your first 30 days — we pay for the training and the exam, but you have to pass it, fast, while you're also ramping on the phones.
The hours are long and the pace is relentless because the company is growing ~100x and the sales engine can't lag the rest of the rebuild. Almost no one takes this job because they love insurance. The people who thrive here love closing, love being measured, and want a front-row seat to an AI-native company being built at full speed. If the intensity reads as a cost you'd rather avoid, this isn't the seat. If it reads as the point, keep going.
Salary: $150,000–$200,000 OTE. Top performers earn more.
Equity: Yes.
Location: On-site, San Francisco. Based here or willing to relocate.
Schedule: Monday–Friday, very early morning start, in-office 5 days a week.
Licensing: Commercial insurance producer license required within ~30 days of start; Harper pays for training and licensing.
Uber commuter benefits
Meals provided — breakfast, lunch, and dinner
Snacks, drinks, and coffee stocked daily
Free gym membership
Health, dental, and vision insurance
Lead screen — fit and alignment
Founder screen — skills and judgment
Super day — how you actually operate, in real time
Send your resume and tell us about the hardest deal you closed at volume — what almost killed it, and what you did on the call to save it.
","descriptionPlain":"\nACCOUNT EXECUTIVE, NEW BUSINESS\n\n\n\nHarper is an AI-native commercial insurance company in San Francisco. We're not bolting AI onto insurance — we're rebuilding the entire business as software, on a simple bet: turning expert human judgment into compute is one of the largest transitions left to make, and a trillion-dollar industry still run 90% by hand is the place to prove it. We've grown ~100x in the last year and we move at that speed — on-site, in person, long days, very high standards. Almost no one joins Harper for insurance; they join to build the company that replaces how it works.\n\n\n\n\nTHE ROLE\n\n\n\nYou are the proof. AI now does most of the work of getting a business quoted and covered at Harper — but a human still closes, and that human is you. You sit at the exact line where the machine hands off to judgment: you take warmed, qualified small-business owners and turn them into customers, on the phone, at volume, all day.\n\n\n\nThis is high-velocity SMB sales, not enterprise. Short cycles, fast decisions, no procurement committees. The number you move is revenue, and you move it by talking to a lot of people and closing a lot of them. As we get better at converting judgment into software, your job is to close what the system surfaces today — and to show us where a human still beats the machine, so we can teach it that part next.\n\n\n\n\nWHAT YOU'LL DO\n\n\n\n - Close SMB deals at volume. 100+ calls a day with small business owners. Learn the playbook in week one, beat it by week two. You're measured on policies closed and revenue generated — nothing softer.\n\n - Sell with the tools, not around them. Use Harper's AI to prep, qualify, and follow up so your conversion holds when the call count climbs. When a tool slows you down, you say so; when you find an edge the tool should learn, you write it down.\n\n - Hold your close rate at scale. Call 100 gets the same sharpness as call 1. Quality doesn't decay as volume goes up.\n\n - Expand into new lines. As Harper adds insurance products, you close across them. The book grows; so does what you can sell.\n\n - Make yourself reproducible. The way you handle an objection, sequence a pitch, or save a deal becomes input the company keeps — playbook, prompt, or process. Your best instincts shouldn't live only in your head.\n \n \n\n\nWHO YOU ARE\n\n\n\n - You've built a career closing SMB and you understand how small business owners think, decide, and buy — and you earn their trust fast.\n\n - You're a closer first, with a real track record of closing at high velocity and high volume. 100+ calls a day is a rhythm you've lived, not a number that scares you.\n\n - Your close rate doesn't fall apart when the volume doubles.\n\n - You're comfortable being measured hard, in public, on revenue.\n\n - You treat AI as leverage — using it to prep and qualify faster — and you have opinions about where it helps and where it gets in the way.\n\n - You don't need insurance experience on day one. We'll teach you. You'll get licensed fast (we pay for it).\n\n - Ex-founders and operators who've built something from nothing tend to do well here.\n\n\n\n\nTHE REALITY — READ THIS BEFORE YOU APPLY\n\n\n\nThis job is the phone. ~5am–7pm, Monday–Friday, on-site in San Francisco, in the building with the team. 100+ calls a day, every day. You'll need a commercial insurance producer license within roughly your first 30 days — we pay for the training and the exam, but you have to pass it, fast, while you're also ramping on the phones.\n\n\n\nThe hours are long and the pace is relentless because the company is growing ~100x and the sales engine can't lag the rest of the rebuild. Almost no one takes this job because they love insurance. The people who thrive here love closing, love being measured, and want a front-row seat to an AI-native company being built at full speed. If the intensity reads as a cost you'd rather avoid, this isn't the seat. If it reads as the point, keep going.\n\n\n\n\nCOMPENSATION & LOGISTICS\n\n\n\n - Salary: $150,000–$200,000 OTE. Top performers earn more.\n\n - Equity: Yes.\n\n - Location: On-site, San Francisco. Based here or willing to relocate.\n\n - Schedule: Monday–Friday, very early morning start, in-office 5 days a week.\n\n - Licensing: Commercial insurance producer license required within ~30 days of start; Harper pays for training and licensing.\n\n\n\n\nBENEFITS\n\n\n\n - Uber commuter benefits\n\n - Meals provided — breakfast, lunch, and dinner\n\n - Snacks, drinks, and coffee stocked daily\n\n - Free gym membership\n\n - Health, dental, and vision insurance\n\n\n\n\nPROCESS\n\n\n\n 1. Lead screen — fit and alignment\n\n 2. Founder screen — skills and judgment\n\n 3. Super day — how you actually operate, in real time\n\n\n\n\nTO APPLY\n\n\n\nSend your resume and tell us about the hardest deal you closed at volume — what almost killed it, and what you did on the call to save it."},{"id":"585d2c4a-06c4-4bb1-91cc-5f70c2a04b18","title":"Forward Deployed Operations","department":"Operations","team":"Operations","employmentType":"FullTime","location":"San Francisco","secondaryLocations":[],"publishedAt":"2026-06-19T00:35:43.609+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"California","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/harperinsure/585d2c4a-06c4-4bb1-91cc-5f70c2a04b18","applyUrl":"https://jobs.ashbyhq.com/harperinsure/585d2c4a-06c4-4bb1-91cc-5f70c2a04b18/application","descriptionHtml":"Harper is an AI-native commercial insurance company in San Francisco. We're not bolting AI onto insurance — we're rebuilding the entire business as software, on a simple bet: turning expert human judgment into compute is one of the largest transitions left to make, and a trillion-dollar industry still run 90% by hand is the place to prove it. We've grown ~100x in the last year and we move at that speed — on-site, in person, long days, very high standards. Almost no one joins Harper for insurance; they join to build the company that replaces how it works.
A trillion-dollar industry runs on knowledge nobody wrote down — what the data means, what the operation actually needs, what users are motivated by, and where the leverage hides. This role synthesizes those disconnected streams into one thing: a clear read on the most important problem to solve next. Then you build the thing that solves it.
You'll embed with the operators who run Harper — sales, service, underwriting, carrier relations — learn the operation end-to-end, find the 20% of friction causing 80% of the drag, and ship the thing that removes it. One day you're chasing a stalled quote with an underwriter. The next you're shipping the automation that makes sure no quote stalls again. The day after, you're on a customer call, feeding what you heard into a product spec. You run the operation and you improve the operation — both, always. It takes a curious, analytical mind, sharp product intuition, and genuine empathy for the people doing the work.
Find the leverage. Sit with operators, watch the work, and surface the automations nobody built because nobody knew they were possible yet.
Run the operation. Underwriter follow-ups, carrier communications, customer calls, keeping deals moving through the pipeline. You're in the work, not above it.
Build fast. AI agents, internal tools, workflow automations — prototype in days, ship in weeks.
Instrument everything. Write SQL, pull the data, build the dashboard. Prove what you shipped moved a number — in business terms, not feature terms.
Shape what gets built next. Translate operational pain into product requirements. The patterns you spot become the things engineering builds next.
Move where it's urgent. Context-switch across functions based on what matters most this week. Scope doesn't respect org charts here.
You've shipped internal tools or automations end-to-end — not just designed them.
You've also run real operations: customer-facing, process-heavy, or both. You know what it feels like when a system breaks at 7 AM.
You measure yourself in business outcomes: \"conversion went up 15%,\" not \"the feature shipped.\"
You can walk into a room of non-technical operators, explain why a number moved, and have them trust you.
You'd rather own a messy problem end-to-end than execute a clean task someone handed you.
You've been exceptional at something before, and you're looking for the place that finally matches your ceiling.
Requirements: 2–4 years in a high-pace environment (startup, operations, consulting, or engineering); a track record of building and shipping things that ran in production — internal tools, automations, workflows; comfortable in SQL and at least one of Python or TypeScript; hands-on with AI coding tools (Cursor, Claude Code, or equivalent), not just aware of them; strong written and verbal communication with both technical and non-technical audiences; based in San Francisco or willing to relocate immediately.
Nice to have: LLMs, AI agents, or voice AI experience; a background in insurance, fintech, or another regulated, high-stakes industry; prior startup or founder experience; solutions engineering, operations, or customer success experience.
This is on-site in San Francisco, in person, long days, high standards. A real share of the week is follow-ups, chasing, coordination, and cleanup — the operational backbone, done well. The system-building is earned by doing the unglamorous work first.
Ambiguity is the job, not a phase. Scope shifts week to week. If you need a fixed lane and a clean spec, you'll be uncomfortable here.
The ceiling is high and real. People who are exceptional here go on to run functions, lead teams, or start companies — because they've seen how the whole business works. That's the payoff, and it's on the other side of the grind.
Salary: $125,000–$170,000 depending on experience + performance bonuses & equity
Location: San Francisco, in-office. Based in SF or willing to relocate.
Schedule: Monday–Friday, very early morning start, in-office five days a week.
Benefits: Uber commuter benefits; breakfast, lunch, and dinner provided; snacks, drinks, and coffee daily; free gym membership; health, dental, and vision insurance.
15-min founder call — alignment on mission and pace.
Technical screen — a real operations and build problem; we want to see how you diagnose and what you'd ship.
Super Day on-site — meet the team, sit in on the operation, do real work alongside us.
Send your resume and tell us about something you built that moved a measurable business number — and a broken process you've fixed. Both matter here.
","descriptionPlain":"FORWARD DEPLOYED OPERATIONS\n\n\n\nHarper is an AI-native commercial insurance company in San Francisco. We're not bolting AI onto insurance — we're rebuilding the entire business as software, on a simple bet: turning expert human judgment into compute is one of the largest transitions left to make, and a trillion-dollar industry still run 90% by hand is the place to prove it. We've grown ~100x in the last year and we move at that speed — on-site, in person, long days, very high standards. Almost no one joins Harper for insurance; they join to build the company that replaces how it works.\n\n\n\n\nTHE ROLE\n\n\n\nA trillion-dollar industry runs on knowledge nobody wrote down — what the data means, what the operation actually needs, what users are motivated by, and where the leverage hides. This role synthesizes those disconnected streams into one thing: a clear read on the most important problem to solve next. Then you build the thing that solves it.\n\n\n\nYou'll embed with the operators who run Harper — sales, service, underwriting, carrier relations — learn the operation end-to-end, find the 20% of friction causing 80% of the drag, and ship the thing that removes it. One day you're chasing a stalled quote with an underwriter. The next you're shipping the automation that makes sure no quote stalls again. The day after, you're on a customer call, feeding what you heard into a product spec. You run the operation and you improve the operation — both, always. It takes a curious, analytical mind, sharp product intuition, and genuine empathy for the people doing the work.\n\n\n\n\nWHAT YOU'LL DO\n\n\n\n - Find the leverage. Sit with operators, watch the work, and surface the automations nobody built because nobody knew they were possible yet.\n\n - Run the operation. Underwriter follow-ups, carrier communications, customer calls, keeping deals moving through the pipeline. You're in the work, not above it.\n\n - Build fast. AI agents, internal tools, workflow automations — prototype in days, ship in weeks.\n\n - Instrument everything. Write SQL, pull the data, build the dashboard. Prove what you shipped moved a number — in business terms, not feature terms.\n\n - Shape what gets built next. Translate operational pain into product requirements. The patterns you spot become the things engineering builds next.\n\n - Move where it's urgent. Context-switch across functions based on what matters most this week. Scope doesn't respect org charts here.\n\n\n\n\nWHO YOU ARE\n\n\n\n - You've shipped internal tools or automations end-to-end — not just designed them.\n\n - You've also run real operations: customer-facing, process-heavy, or both. You know what it feels like when a system breaks at 7 AM.\n\n - You measure yourself in business outcomes: \"conversion went up 15%,\" not \"the feature shipped.\"\n\n - You can walk into a room of non-technical operators, explain why a number moved, and have them trust you.\n\n - You'd rather own a messy problem end-to-end than execute a clean task someone handed you.\n\n - You've been exceptional at something before, and you're looking for the place that finally matches your ceiling.\n\n\n\nRequirements: 2–4 years in a high-pace environment (startup, operations, consulting, or engineering); a track record of building and shipping things that ran in production — internal tools, automations, workflows; comfortable in SQL and at least one of Python or TypeScript; hands-on with AI coding tools (Cursor, Claude Code, or equivalent), not just aware of them; strong written and verbal communication with both technical and non-technical audiences; based in San Francisco or willing to relocate immediately.\n\n\n\nNice to have: LLMs, AI agents, or voice AI experience; a background in insurance, fintech, or another regulated, high-stakes industry; prior startup or founder experience; solutions engineering, operations, or customer success experience.\n\n\n\n\nTHE REALITY\n\n\n\nThis is on-site in San Francisco, in person, long days, high standards. A real share of the week is follow-ups, chasing, coordination, and cleanup — the operational backbone, done well. The system-building is earned by doing the unglamorous work first.\n\n\n\nAmbiguity is the job, not a phase. Scope shifts week to week. If you need a fixed lane and a clean spec, you'll be uncomfortable here.\n\n\n\nThe ceiling is high and real. People who are exceptional here go on to run functions, lead teams, or start companies — because they've seen how the whole business works. That's the payoff, and it's on the other side of the grind.\n\n\n\n\nCOMPENSATION & LOGISTICS\n\n\n\n - Salary: $125,000–$170,000 depending on experience + performance bonuses & equity\n\n - Location: San Francisco, in-office. Based in SF or willing to relocate.\n\n - Schedule: Monday–Friday, very early morning start, in-office five days a week.\n\n - Benefits: Uber commuter benefits; breakfast, lunch, and dinner provided; snacks, drinks, and coffee daily; free gym membership; health, dental, and vision insurance.\n\n\n\n\nPROCESS\n\n\n\n 1. 15-min founder call — alignment on mission and pace.\n\n 2. Technical screen — a real operations and build problem; we want to see how you diagnose and what you'd ship.\n\n 3. Super Day on-site — meet the team, sit in on the operation, do real work alongside us.\n\n\n\n\nTO APPLY\n\n\n\nSend your resume and tell us about something you built that moved a measurable business number — and a broken process you've fixed. Both matter here."},{"id":"c428402d-491d-4ff9-86cf-cf091127845c","title":"ABM Lead","department":"Marketing","team":"Marketing","employmentType":"FullTime","location":"San Francisco","secondaryLocations":[],"publishedAt":"2026-06-22T19:24:52.902+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"California","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/harperinsure/c428402d-491d-4ff9-86cf-cf091127845c","applyUrl":"https://jobs.ashbyhq.com/harperinsure/c428402d-491d-4ff9-86cf-cf091127845c/application","descriptionHtml":"Harper is an AI-native commercial insurance company in San Francisco. We're not bolting AI onto insurance — we're rebuilding the entire business as software, on a simple bet: turning expert human judgment into compute is one of the largest transitions left to make, and a trillion-dollar industry still run 90% by hand is the place to prove it. We've grown ~100x in the last year and we move at that speed — on-site, in person, long days, very high standards. Almost no one joins Harper for insurance; they join to build the company that replaces how it works.
Insurance needs don't appear at random. A restaurant that expands, a contractor who hires their first employee, a retailer who signs a new lease — these are triggers, and they're predictable. You build the system that identifies them, maps them to the right industries, and puts Harper in front of the right businesses at exactly the right moment. This is ABM as a growth engine: vertical by vertical, account by account, trigger by trigger.
You're an ABM strategist who moves from whiteboard to execution without losing fidelity — identifying target accounts, building the multi-touch programs that reach them, and measuring the results honestly. You know that in commercial insurance context is everything: a campaign that lands for a restaurateur falls flat for a tech startup. You report to the Head of Marketing, partner closely with the sales and growth teams, and own Harper's account-based motion from targeting through conversion. Winning in 6–12 months looks like a systematic ABM motion across multiple verticals, a data-driven targeting playbook, and pipeline you can point to.
Build the ABM strategy. Design and run industry-specific programs that systematically identify and engage high-fit target accounts across key verticals.
Own targeting and data. Develop the process for identifying accounts — firmographic, behavioral, and trigger-based signals that indicate insurance need.
Run multi-channel campaigns. Orchestrate outreach across email, paid, content, and direct channels to reach accounts at the right moment with the right message.
Partner with sales. Work hand-in-hand with producers and SDRs to align targeting, sequencing, and messaging — and keep account intelligence flowing both ways.
Develop vertical playbooks. Build industry-specific campaign frameworks that scale and adapt as Harper expands into new verticals.
Measure and iterate. Track performance against pipeline and revenue outcomes — not just engagement metrics.
You've built ABM programs at the 1:few and 1:many levels and know when each is the right tool.
You think in triggers — you can spot the moments that predict insurance need and build campaigns around them.
You've sourced and curated target account lists using real data, not just job titles pulled from a contact database.
You've worked closely with a sales team and know how to keep marketing and sales aligned on account strategy.
You can build a vertical playbook without starting from scratch every time.
You move fast in ambiguous environments and don't need the full picture to start making progress.
You're based in San Francisco or willing to relocate.
This is a pipeline seat, measured in pipeline and revenue — not impressions, engagement, or account \"touches.\" It's on-site in San Francisco, in person, long days, high standards. You own targeting end-to-end, which means when a vertical isn't producing, that's yours to diagnose and fix — the data, the trigger logic, the messaging, or the sales handoff. The motion only works if marketing and sales stay locked together, so the job is as much operational coordination and data judgment as it is campaign craft.
This is explicitly not a brand or content role, and it isn't a place to run plays someone else designed. Almost no one takes it for insurance — they take it because building the account-based engine for a company growing ~100x, across verticals no one has cracked this way, is a rare seat. If being measured on pipeline is the appeal, apply. If it's a deterrent, it won't get easier here.
Salary: $150,000–$190,000, plus performance bonus and equity.
Location: On-site, San Francisco. Based here or willing to relocate.
Schedule: Monday–Friday, long days, in the building with the team.
Uber commuter benefits
Meals provided — breakfast, lunch, and dinner
Snacks, drinks, and coffee stocked daily
Free gym membership
Health, dental, and vision insurance
5+ years of ABM, demand generation, or B2B marketing experience, with direct ownership of pipeline outcomes
Hands-on experience running ABM campaigns across at least two channels (paid, email, direct mail, events, or comparable)
Proven ability to build target account lists and segment them by industry, trigger, or buying stage
Experience collaborating directly with a sales or producer team on account strategy and outreach sequencing
Strong analytical skills — able to evaluate ABM performance at the account and cohort level and make data-informed decisions
Excellent project management skills — able to run multiple vertical programs simultaneously
This is not a brand or content role
Experience in commercial insurance, benefits, or another industry with complex, trigger-driven buying behavior
Familiarity with intent data platforms (6sense, Bombora, Demandbase, or comparable)
Background building ABM programs targeting SMB owners or founders
Experience developing vertical-specific messaging frameworks or personas
Working knowledge of CRM and marketing automation tools (HubSpot, Salesforce, or comparable)
People screen — fit and alignment
Lead screen — skills and judgment
Super day — how you operate in real time
Send your resume and one vertical or account segment you targeted — how you approached it, and what it produced.
","descriptionPlain":"ABM LEAD\n\n\n\nHarper is an AI-native commercial insurance company in San Francisco. We're not bolting AI onto insurance — we're rebuilding the entire business as software, on a simple bet: turning expert human judgment into compute is one of the largest transitions left to make, and a trillion-dollar industry still run 90% by hand is the place to prove it. We've grown ~100x in the last year and we move at that speed — on-site, in person, long days, very high standards. Almost no one joins Harper for insurance; they join to build the company that replaces how it works.\n\n\n\n\nTHE ROLE\n\n\n\nInsurance needs don't appear at random. A restaurant that expands, a contractor who hires their first employee, a retailer who signs a new lease — these are triggers, and they're predictable. You build the system that identifies them, maps them to the right industries, and puts Harper in front of the right businesses at exactly the right moment. This is ABM as a growth engine: vertical by vertical, account by account, trigger by trigger.\n\n\n\nYou're an ABM strategist who moves from whiteboard to execution without losing fidelity — identifying target accounts, building the multi-touch programs that reach them, and measuring the results honestly. You know that in commercial insurance context is everything: a campaign that lands for a restaurateur falls flat for a tech startup. You report to the Head of Marketing, partner closely with the sales and growth teams, and own Harper's account-based motion from targeting through conversion. Winning in 6–12 months looks like a systematic ABM motion across multiple verticals, a data-driven targeting playbook, and pipeline you can point to.\n\n\n\n\nWHAT YOU'LL DO\n\n\n\n - Build the ABM strategy. Design and run industry-specific programs that systematically identify and engage high-fit target accounts across key verticals.\n\n - Own targeting and data. Develop the process for identifying accounts — firmographic, behavioral, and trigger-based signals that indicate insurance need.\n\n - Run multi-channel campaigns. Orchestrate outreach across email, paid, content, and direct channels to reach accounts at the right moment with the right message.\n\n - Partner with sales. Work hand-in-hand with producers and SDRs to align targeting, sequencing, and messaging — and keep account intelligence flowing both ways.\n\n - Develop vertical playbooks. Build industry-specific campaign frameworks that scale and adapt as Harper expands into new verticals.\n\n - Measure and iterate. Track performance against pipeline and revenue outcomes — not just engagement metrics.\n\n\n\n\nWHO YOU ARE\n\n\n\n - You've built ABM programs at the 1:few and 1:many levels and know when each is the right tool.\n\n - You think in triggers — you can spot the moments that predict insurance need and build campaigns around them.\n\n - You've sourced and curated target account lists using real data, not just job titles pulled from a contact database.\n\n - You've worked closely with a sales team and know how to keep marketing and sales aligned on account strategy.\n\n - You can build a vertical playbook without starting from scratch every time.\n\n - You move fast in ambiguous environments and don't need the full picture to start making progress.\n\n - You're based in San Francisco or willing to relocate.\n\n\n\n\nTHE REALITY — READ THIS BEFORE YOU APPLY\n\n\n\nThis is a pipeline seat, measured in pipeline and revenue — not impressions, engagement, or account \"touches.\" It's on-site in San Francisco, in person, long days, high standards. You own targeting end-to-end, which means when a vertical isn't producing, that's yours to diagnose and fix — the data, the trigger logic, the messaging, or the sales handoff. The motion only works if marketing and sales stay locked together, so the job is as much operational coordination and data judgment as it is campaign craft.\n\n\n\nThis is explicitly not a brand or content role, and it isn't a place to run plays someone else designed. Almost no one takes it for insurance — they take it because building the account-based engine for a company growing ~100x, across verticals no one has cracked this way, is a rare seat. If being measured on pipeline is the appeal, apply. If it's a deterrent, it won't get easier here.\n\n\n\n\nCOMPENSATION & LOGISTICS\n\n\n\n - Salary: $150,000–$190,000, plus performance bonus and equity.\n\n - Location: On-site, San Francisco. Based here or willing to relocate.\n\n - Schedule: Monday–Friday, long days, in the building with the team.\n\n\n\n\nBENEFITS\n\n\n\n - Uber commuter benefits\n\n - Meals provided — breakfast, lunch, and dinner\n\n - Snacks, drinks, and coffee stocked daily\n\n - Free gym membership\n\n - Health, dental, and vision insurance\n\n\n\n\nREQUIREMENTS\n\n\n\n - 5+ years of ABM, demand generation, or B2B marketing experience, with direct ownership of pipeline outcomes\n\n - Hands-on experience running ABM campaigns across at least two channels (paid, email, direct mail, events, or comparable)\n\n - Proven ability to build target account lists and segment them by industry, trigger, or buying stage\n\n - Experience collaborating directly with a sales or producer team on account strategy and outreach sequencing\n\n - Strong analytical skills — able to evaluate ABM performance at the account and cohort level and make data-informed decisions\n\n - Excellent project management skills — able to run multiple vertical programs simultaneously\n\n - This is not a brand or content role\n\n\n\n\nNICE TO HAVE\n\n\n\n - Experience in commercial insurance, benefits, or another industry with complex, trigger-driven buying behavior\n\n - Familiarity with intent data platforms (6sense, Bombora, Demandbase, or comparable)\n\n - Background building ABM programs targeting SMB owners or founders\n\n - Experience developing vertical-specific messaging frameworks or personas\n\n - Working knowledge of CRM and marketing automation tools (HubSpot, Salesforce, or comparable)\n\n\n\n\nPROCESS\n\n\n\n - People screen — fit and alignment\n\n - Lead screen — skills and judgment\n\n - Super day — how you operate in real time\n\n\n\n\nTO APPLY\n\n\n\nSend your resume and one vertical or account segment you targeted — how you approached it, and what it produced."},{"id":"46022bfc-922d-4f31-9cf0-876333cdde92","title":"SEO/GEO Manager","department":"Marketing","team":"Marketing","employmentType":"FullTime","location":"San Francisco","secondaryLocations":[{"location":"New York","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York City"}}}],"publishedAt":"2026-06-22T19:28:20.594+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"California","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/harperinsure/46022bfc-922d-4f31-9cf0-876333cdde92","applyUrl":"https://jobs.ashbyhq.com/harperinsure/46022bfc-922d-4f31-9cf0-876333cdde92/application","descriptionHtml":"Harper is an AI-native commercial insurance company in San Francisco. We're not bolting AI onto insurance — we're rebuilding the entire business as software, on a simple bet: turning expert human judgment into compute is one of the largest transitions left to make, and a trillion-dollar industry still run 90% by hand is the place to prove it. We've grown ~100x in the last year and we move at that speed — on-site, in person, long days, very high standards. Almost no one joins Harper for insurance; they join to build the company that replaces how it works.
Every small business owner who searches \"business insurance\" is a potential Harper customer. Right now, most of them don't find us — and you change that. You own Harper's presence across traditional search and the rapidly growing world of AI-powered discovery: Google, Bing, ChatGPT, Perplexity, and every platform where a business owner might ask \"what insurance do I need?\" This is both an SEO and a GEO challenge — building the content, authority, and structure that makes Harper the default answer everywhere a small business turns for insurance guidance.
You're an SEO strategist who understands that the search landscape is changing faster than most playbooks can keep up with. You've mastered the fundamentals — technical SEO, content strategy, link authority — and you're already building fluency in how generative AI surfaces information and what it takes to show up there. You're analytical and creative in equal measure: you can interpret a crawl report and brief a content strategy in the same afternoon. You report to the Head of Marketing and collaborate closely with the content and growth teams. Winning in 6–12 months looks like measurable ranking gains across high-intent keywords, a clear content and authority strategy, and a roadmap for owning the GEO landscape as it matures.
Own search strategy. Develop and execute Harper's end-to-end SEO and GEO strategy — from keyword research and content planning to technical optimization and authority building.
Drive organic visibility. Build and manage programs that increase Harper's rankings across high-intent commercial insurance queries: coverage types, industry-specific terms, and informational searches at every stage of the funnel.
Lead GEO development. Research and execute strategies for improving Harper's visibility in AI-generated answers across ChatGPT, Perplexity, Google SGE, and emerging platforms.
Partner with content. Work hand-in-hand with the content team to develop and optimize content that ranks, earns links, and answers the questions small business owners are actually asking.
Manage technical SEO. Audit and maintain site health; work with engineering to implement structured data, crawlability improvements, and performance optimizations that support ranking.
Build measurement and reporting. Track organic performance against traffic, ranking, and conversion metrics — and translate the data into clear strategic recommendations.
You've owned SEO for a company that competes in a high-volume, competitive search landscape and moved the needle meaningfully.
You've started thinking seriously about GEO and have a point of view on what it takes to show up in AI-generated answers.
You think about content strategically — not just as a ranking mechanism, but as a way to build authority and answer real questions.
You're as comfortable reviewing a technical audit as you are briefing a writer on what to create.
You track algorithm updates and model the second-order effects on your strategy before most people have written about them.
You can translate search insights into content and product recommendations that non-SEO stakeholders can act on.
You're based in San Francisco or willing to relocate.
This is an organic-growth seat, measured in rankings, traffic, and the conversions they drive — not deliverables or audits for their own sake. It's on-site in San Francisco, in person, long days, high standards. The search landscape is shifting under everyone at once, which means there's no settled playbook to inherit — when an algorithm or model update moves your numbers, finding and fixing it is yours, often before the industry has even named what happened. You'll own both the mature SEO motion and the still-forming GEO one, so the job is as much first-principles judgment as it is craft.
This is explicitly not a place to run a checklist someone else built, and it isn't a pure content or comms role. Almost no one takes it for insurance — they take it because owning search and AI discovery for a company growing ~100x, in a category where the rules are being rewritten in real time, is a rare seat. If being measured on organic results is the appeal, apply. If it's a deterrent, it won't get easier here.
Salary: $130,000–$170,000, plus performance bonus and equity.
Location: On-site, San Francisco. Based here or willing to relocate.
Schedule: Monday–Friday, long days, in the building with the team.
Uber commuter benefits
Meals provided — breakfast, lunch, and dinner
Snacks, drinks, and coffee stocked daily
Free gym membership
Health, dental, and vision insurance
5+ years of SEO experience with ownership of organic search performance at a company with a significant content footprint
Proven track record improving rankings and organic traffic for competitive, high-intent keyword categories
Strong technical SEO skills: site audits, crawl optimization, structured data, Core Web Vitals, and indexation management
Experience developing content strategies tied to keyword opportunity and search intent
Working knowledge of SEO tooling (Ahrefs, SEMrush, Moz, Screaming Frog, Google Search Console, or comparable)
Familiarity with the GEO landscape and the emerging practices for optimizing content for AI-generated search experiences
Experience in financial services, insurance, legal, or another YMYL category with high editorial standards
Direct experience optimizing for AI-powered search surfaces (Google SGE, Perplexity, ChatGPT Browse, or comparable)
Background building link acquisition programs or digital PR campaigns
Experience with programmatic SEO or large-scale content production at volume
Working knowledge of HTML/CSS and ability to implement minor technical changes independently
People screen — fit and alignment
Lead screen — skills and judgment
Super day — how you operate in real time
Send your resume and one keyword category you went after — the approach you took, and the results.
","descriptionPlain":"SEO/GEO MANAGER\n\n\n\nHarper is an AI-native commercial insurance company in San Francisco. We're not bolting AI onto insurance — we're rebuilding the entire business as software, on a simple bet: turning expert human judgment into compute is one of the largest transitions left to make, and a trillion-dollar industry still run 90% by hand is the place to prove it. We've grown ~100x in the last year and we move at that speed — on-site, in person, long days, very high standards. Almost no one joins Harper for insurance; they join to build the company that replaces how it works.\n\n\n\n\nTHE ROLE\n\n\n\nEvery small business owner who searches \"business insurance\" is a potential Harper customer. Right now, most of them don't find us — and you change that. You own Harper's presence across traditional search and the rapidly growing world of AI-powered discovery: Google, Bing, ChatGPT, Perplexity, and every platform where a business owner might ask \"what insurance do I need?\" This is both an SEO and a GEO challenge — building the content, authority, and structure that makes Harper the default answer everywhere a small business turns for insurance guidance.\n\n\n\nYou're an SEO strategist who understands that the search landscape is changing faster than most playbooks can keep up with. You've mastered the fundamentals — technical SEO, content strategy, link authority — and you're already building fluency in how generative AI surfaces information and what it takes to show up there. You're analytical and creative in equal measure: you can interpret a crawl report and brief a content strategy in the same afternoon. You report to the Head of Marketing and collaborate closely with the content and growth teams. Winning in 6–12 months looks like measurable ranking gains across high-intent keywords, a clear content and authority strategy, and a roadmap for owning the GEO landscape as it matures.\n\n\n\n\nWHAT YOU'LL DO\n\n\n\n - Own search strategy. Develop and execute Harper's end-to-end SEO and GEO strategy — from keyword research and content planning to technical optimization and authority building.\n\n - Drive organic visibility. Build and manage programs that increase Harper's rankings across high-intent commercial insurance queries: coverage types, industry-specific terms, and informational searches at every stage of the funnel.\n\n - Lead GEO development. Research and execute strategies for improving Harper's visibility in AI-generated answers across ChatGPT, Perplexity, Google SGE, and emerging platforms.\n\n - Partner with content. Work hand-in-hand with the content team to develop and optimize content that ranks, earns links, and answers the questions small business owners are actually asking.\n\n - Manage technical SEO. Audit and maintain site health; work with engineering to implement structured data, crawlability improvements, and performance optimizations that support ranking.\n\n - Build measurement and reporting. Track organic performance against traffic, ranking, and conversion metrics — and translate the data into clear strategic recommendations.\n\n\n\n\nWHO YOU ARE\n\n\n\n - You've owned SEO for a company that competes in a high-volume, competitive search landscape and moved the needle meaningfully.\n\n - You've started thinking seriously about GEO and have a point of view on what it takes to show up in AI-generated answers.\n\n - You think about content strategically — not just as a ranking mechanism, but as a way to build authority and answer real questions.\n\n - You're as comfortable reviewing a technical audit as you are briefing a writer on what to create.\n\n - You track algorithm updates and model the second-order effects on your strategy before most people have written about them.\n\n - You can translate search insights into content and product recommendations that non-SEO stakeholders can act on.\n\n - You're based in San Francisco or willing to relocate.\n\n\n\n\nTHE REALITY — READ THIS BEFORE YOU APPLY\n\n\n\nThis is an organic-growth seat, measured in rankings, traffic, and the conversions they drive — not deliverables or audits for their own sake. It's on-site in San Francisco, in person, long days, high standards. The search landscape is shifting under everyone at once, which means there's no settled playbook to inherit — when an algorithm or model update moves your numbers, finding and fixing it is yours, often before the industry has even named what happened. You'll own both the mature SEO motion and the still-forming GEO one, so the job is as much first-principles judgment as it is craft.\n\n\n\nThis is explicitly not a place to run a checklist someone else built, and it isn't a pure content or comms role. Almost no one takes it for insurance — they take it because owning search and AI discovery for a company growing ~100x, in a category where the rules are being rewritten in real time, is a rare seat. If being measured on organic results is the appeal, apply. If it's a deterrent, it won't get easier here.\n\n\n\n\nCOMPENSATION & LOGISTICS\n\n\n\n - Salary: $130,000–$170,000, plus performance bonus and equity.\n\n - Location: On-site, San Francisco. Based here or willing to relocate.\n\n - Schedule: Monday–Friday, long days, in the building with the team.\n\n\n\n\nBENEFITS\n\n\n\n - Uber commuter benefits\n\n - Meals provided — breakfast, lunch, and dinner\n\n - Snacks, drinks, and coffee stocked daily\n\n - Free gym membership\n\n - Health, dental, and vision insurance\n\n\n\n\nREQUIREMENTS\n\n\n\n - 5+ years of SEO experience with ownership of organic search performance at a company with a significant content footprint\n\n - Proven track record improving rankings and organic traffic for competitive, high-intent keyword categories\n\n - Strong technical SEO skills: site audits, crawl optimization, structured data, Core Web Vitals, and indexation management\n\n - Experience developing content strategies tied to keyword opportunity and search intent\n\n - Working knowledge of SEO tooling (Ahrefs, SEMrush, Moz, Screaming Frog, Google Search Console, or comparable)\n\n - Familiarity with the GEO landscape and the emerging practices for optimizing content for AI-generated search experiences\n\n\n\n\nNICE TO HAVE\n\n\n\n - Experience in financial services, insurance, legal, or another YMYL category with high editorial standards\n\n - Direct experience optimizing for AI-powered search surfaces (Google SGE, Perplexity, ChatGPT Browse, or comparable)\n\n - Background building link acquisition programs or digital PR campaigns\n\n - Experience with programmatic SEO or large-scale content production at volume\n\n - Working knowledge of HTML/CSS and ability to implement minor technical changes independently\n\n\n\n\nPROCESS\n\n\n\n - People screen — fit and alignment\n\n - Lead screen — skills and judgment\n\n - Super day — how you operate in real time\n\n\n\n\nTO APPLY\n\n\n\nSend your resume and one keyword category you went after — the approach you took, and the results."},{"id":"16d9ed97-926c-4a0f-8841-50e59f0862e1","title":"Content Coordination","department":"Marketing","team":"Marketing","employmentType":"FullTime","location":"San Francisco","secondaryLocations":[{"location":"New York","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York City"}}},{"location":"Atlanta","address":{"postalAddress":{"addressRegion":"Georgia","addressCountry":"United States","addressLocality":"Atlanta"}}}],"publishedAt":"2026-06-22T19:33:46.619+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"California","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/harperinsure/16d9ed97-926c-4a0f-8841-50e59f0862e1","applyUrl":"https://jobs.ashbyhq.com/harperinsure/16d9ed97-926c-4a0f-8841-50e59f0862e1/application","descriptionHtml":"Harper is an AI-native commercial insurance company in San Francisco. We're not bolting AI onto insurance — we're rebuilding the entire business as software, on a simple bet: turning expert human judgment into compute is one of the largest transitions left to make, and a trillion-dollar industry still run 90% by hand is the place to prove it. We've grown ~100x in the last year and we move at that speed — on-site, in person, long days, very high standards. Almost no one joins Harper for insurance; they join to build the company that replaces how it works.
Harper is building something remarkable — and the world needs to know it. Our customers are real small business owners with real stories, and our product is genuinely changing how commercial insurance works. But none of that matters if we can't tell the story compellingly, consistently, and at the right moment. You own the content that shapes how customers, prospects, and investors think about Harper: the blog posts that establish our authority, the customer stories that build trust, the thought leadership that puts our founders in the conversation, and the marketing assets that make every field interaction more effective.
You're a content professional who can write beautifully and run a content program without losing anything. You're not just a writer — you're an editor, a project manager, and a strategist who understands what content is supposed to do. You have strong opinions about quality, a sharp instinct for what resonates with a small business audience, and the organizational discipline to keep a calendar moving across multiple formats and stakeholders. You report to the Head of Marketing and collaborate across the growth, CRM, ABM, and SEO teams. Winning in 6–12 months looks like a content program that's organized, on-brand, and measurably contributing to how Harper shows up in the market.
Own the content calendar. Plan, manage, and execute Harper's content program across blog, email, social, and field marketing assets — keeping the calendar organized and stakeholders aligned.
Write and edit across formats. Produce high-quality blog posts, customer stories, thought leadership, email copy, and sales enablement materials.
Develop customer stories. Interview customers, find the compelling narratives, and turn them into case studies, testimonials, and stories that build trust with prospects.
Support field marketing. Create and maintain the assets that help Harper show up effectively at events, in partnerships, and in direct sales conversations.
Collaborate on thought leadership. Work with founders and subject matter experts to develop and publish perspectives that position Harper as a voice in commercial insurance.
Track content performance. Monitor engagement, reach, and conversion for content assets, and use the data to inform future planning and priorities.
You're a strong writer who can adapt tone and format across a wide range of content types without losing quality.
You've managed a content calendar with multiple contributors and formats and kept it running on schedule.
You know how to turn a 30-minute customer interview into a story that makes a prospect say \"that sounds like me.\"
You understand the difference between content that builds authority and content that fills a quota.
You're highly organized and can track multiple projects at different stages without things falling through the cracks.
You have a point of view on what good content looks like — and the conviction to advocate for it.
You're based in San Francisco or willing to relocate.
This is a build-the-program seat, measured by content that actually moves how Harper shows up — authority, trust, and the conversions it supports — not volume published. It's on-site in San Francisco, in person, long days, high standards. You own the calendar end-to-end across multiple teams, which means when something stalls or ships off-brand, that's yours to catch and fix. The bar on quality is high and the pace is fast at the same time, so the job is as much editorial judgment and project discipline as it is writing.
This isn't a place to fill a content quota or manage a plan someone else owns, and it isn't a pure brand or comms role detached from results. Almost no one takes it for insurance — they take it because owning the story of a company growing ~100x, with real customers and founders worth writing about, is a rare seat. If owning quality and outcomes together is the appeal, apply. If it's a deterrent, it won't get easier here.
Salary: $110,000–$150,000, plus performance bonus and equity.
Location: On-site, San Francisco. Based here or willing to relocate.
Schedule: Monday–Friday, long days, in the building with the team.
Uber commuter benefits
Meals provided — breakfast, lunch, and dinner
Snacks, drinks, and coffee stocked daily
Free gym membership
Health, dental, and vision insurance
3+ years of content marketing experience, with a portfolio that demonstrates range across formats (long-form, short-form, email, and assets)
Strong writing and editing skills with demonstrable ability to adapt voice and tone for different audiences and channels
Experience managing a content calendar and coordinating content production with multiple stakeholders
Ability to conduct interviews and distill complex or technical information into clear, accessible narratives
Working knowledge of content performance metrics and the ability to use data to inform planning decisions
Highly organized with strong project management instincts
Experience writing for a B2B or SMB audience, particularly in financial services, insurance, or a related industry
Background developing SEO-informed content in partnership with an SEO strategist
Experience creating sales enablement materials or field marketing assets
Familiarity with content management systems, email platforms, and basic design tools
Exposure to thought leadership and executive content programs
People screen — fit and alignment
Lead screen — skills and judgment
Super day — how you operate in real time
Send your resume and two to three examples of your work across different formats — ideally including something that genuinely moved the needle.
","descriptionPlain":"CONTENT COORDINATOR\n\n\n\nHarper is an AI-native commercial insurance company in San Francisco. We're not bolting AI onto insurance — we're rebuilding the entire business as software, on a simple bet: turning expert human judgment into compute is one of the largest transitions left to make, and a trillion-dollar industry still run 90% by hand is the place to prove it. We've grown ~100x in the last year and we move at that speed — on-site, in person, long days, very high standards. Almost no one joins Harper for insurance; they join to build the company that replaces how it works.\n\n\n\n\nTHE ROLE\n\n\n\nHarper is building something remarkable — and the world needs to know it. Our customers are real small business owners with real stories, and our product is genuinely changing how commercial insurance works. But none of that matters if we can't tell the story compellingly, consistently, and at the right moment. You own the content that shapes how customers, prospects, and investors think about Harper: the blog posts that establish our authority, the customer stories that build trust, the thought leadership that puts our founders in the conversation, and the marketing assets that make every field interaction more effective.\n\n\n\nYou're a content professional who can write beautifully and run a content program without losing anything. You're not just a writer — you're an editor, a project manager, and a strategist who understands what content is supposed to do. You have strong opinions about quality, a sharp instinct for what resonates with a small business audience, and the organizational discipline to keep a calendar moving across multiple formats and stakeholders. You report to the Head of Marketing and collaborate across the growth, CRM, ABM, and SEO teams. Winning in 6–12 months looks like a content program that's organized, on-brand, and measurably contributing to how Harper shows up in the market.\n\n\n\n\nWHAT YOU'LL DO\n\n\n\n - Own the content calendar. Plan, manage, and execute Harper's content program across blog, email, social, and field marketing assets — keeping the calendar organized and stakeholders aligned.\n\n - Write and edit across formats. Produce high-quality blog posts, customer stories, thought leadership, email copy, and sales enablement materials.\n\n - Develop customer stories. Interview customers, find the compelling narratives, and turn them into case studies, testimonials, and stories that build trust with prospects.\n\n - Support field marketing. Create and maintain the assets that help Harper show up effectively at events, in partnerships, and in direct sales conversations.\n\n - Collaborate on thought leadership. Work with founders and subject matter experts to develop and publish perspectives that position Harper as a voice in commercial insurance.\n\n - Track content performance. Monitor engagement, reach, and conversion for content assets, and use the data to inform future planning and priorities.\n\n\n\n\nWHO YOU ARE\n\n\n\n - You're a strong writer who can adapt tone and format across a wide range of content types without losing quality.\n\n - You've managed a content calendar with multiple contributors and formats and kept it running on schedule.\n\n - You know how to turn a 30-minute customer interview into a story that makes a prospect say \"that sounds like me.\"\n\n - You understand the difference between content that builds authority and content that fills a quota.\n\n - You're highly organized and can track multiple projects at different stages without things falling through the cracks.\n\n - You have a point of view on what good content looks like — and the conviction to advocate for it.\n\n - You're based in San Francisco or willing to relocate.\n\n\n\n\nTHE REALITY — READ THIS BEFORE YOU APPLY\n\n\n\nThis is a build-the-program seat, measured by content that actually moves how Harper shows up — authority, trust, and the conversions it supports — not volume published. It's on-site in San Francisco, in person, long days, high standards. You own the calendar end-to-end across multiple teams, which means when something stalls or ships off-brand, that's yours to catch and fix. The bar on quality is high and the pace is fast at the same time, so the job is as much editorial judgment and project discipline as it is writing.\n\n\n\nThis isn't a place to fill a content quota or manage a plan someone else owns, and it isn't a pure brand or comms role detached from results. Almost no one takes it for insurance — they take it because owning the story of a company growing ~100x, with real customers and founders worth writing about, is a rare seat. If owning quality and outcomes together is the appeal, apply. If it's a deterrent, it won't get easier here.\n\n\n\n\nCOMPENSATION & LOGISTICS\n\n\n\n - Salary: $110,000–$150,000, plus performance bonus and equity.\n\n - Location: On-site, San Francisco. Based here or willing to relocate.\n\n - Schedule: Monday–Friday, long days, in the building with the team.\n\n\n\n\nBENEFITS\n\n\n\n - Uber commuter benefits\n\n - Meals provided — breakfast, lunch, and dinner\n\n - Snacks, drinks, and coffee stocked daily\n\n - Free gym membership\n\n - Health, dental, and vision insurance\n\n\n\n\nREQUIREMENTS\n\n\n\n - 3+ years of content marketing experience, with a portfolio that demonstrates range across formats (long-form, short-form, email, and assets)\n\n - Strong writing and editing skills with demonstrable ability to adapt voice and tone for different audiences and channels\n\n - Experience managing a content calendar and coordinating content production with multiple stakeholders\n\n - Ability to conduct interviews and distill complex or technical information into clear, accessible narratives\n\n - Working knowledge of content performance metrics and the ability to use data to inform planning decisions\n\n - Highly organized with strong project management instincts\n\n\n\n\nNICE TO HAVE\n\n\n\n - Experience writing for a B2B or SMB audience, particularly in financial services, insurance, or a related industry\n\n - Background developing SEO-informed content in partnership with an SEO strategist\n\n - Experience creating sales enablement materials or field marketing assets\n\n - Familiarity with content management systems, email platforms, and basic design tools\n\n - Exposure to thought leadership and executive content programs\n\n\n\n\nPROCESS\n\n\n\n - People screen — fit and alignment\n\n - Lead screen — skills and judgment\n\n - Super day — how you operate in real time\n\n\n\n\nTO APPLY\n\n\n\nSend your resume and two to three examples of your work across different formats — ideally including something that genuinely moved the needle."},{"id":"3509ecc5-e8c2-43c6-911d-01bd4a984c0f","title":"Data Analyst","department":"Marketing","team":"Marketing","employmentType":"FullTime","location":"San Francisco","secondaryLocations":[],"publishedAt":"2026-06-22T19:37:35.849+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"California","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/harperinsure/3509ecc5-e8c2-43c6-911d-01bd4a984c0f","applyUrl":"https://jobs.ashbyhq.com/harperinsure/3509ecc5-e8c2-43c6-911d-01bd4a984c0f/application","descriptionHtml":"Harper is an AI-native commercial insurance company in San Francisco. We're not bolting AI onto insurance — we're rebuilding the entire business as software, on a simple bet: turning expert human judgment into compute is one of the largest transitions left to make, and a trillion-dollar industry still run 90% by hand is the place to prove it. We've grown ~100x in the last year and we move at that speed — on-site, in person, long days, very high standards. Almost no one joins Harper for insurance; they join to build the company that replaces how it works.
Harper's GTM Engineer builds the data infrastructure. You're the one who tells us what it's saying. Every morning you'll wake up asking the same question: what does the data want us to do today? You sit closest to our Growth Marketing Lead, synthesizing signal from across every channel and turning it into clear, confident recommendations they can act on. You're not a report generator — you're an analytical partner who helps drive decisions, translating the noise into the two or three things that actually matter and helping the team move on them.
You're a growth-oriented data analyst who's as comfortable drawing a conclusion as you are running the query that supports it. You've worked closely with marketing or growth teams before — not as a data service desk, but as a real partner in the work. You know what good channel performance looks like, you understand the metrics that matter in paid acquisition, and you can translate a cohort analysis into a budget recommendation without anyone having to ask. You report to the Head of Marketing, work day-to-day alongside the Growth Marketing Lead, and collaborate closely with the GTM Engineer who owns the underlying data systems. Winning in 6–12 months looks like the growth team making better decisions faster because you're in the room.
Synthesize channel performance. Pull together data across paid, organic, and partner channels — and identify what's working, what's not, and what to do about it.
Partner with the Growth Marketing Lead. Serve as their analytical right hand; translate data outputs into clear recommendations they can act on in real time.
Own growth KPI reporting. Define, maintain, and communicate core marketing and funnel metrics so the team is always looking at the right numbers.
Build and maintain LTV/CAC analysis. Give leadership a clear, current picture of unit economics by channel, cohort, and customer segment.
Run experiment analysis. Evaluate A/B tests and campaign experiments — and turn results into decisions, not slide decks.
Surface what the data is asking for. Proactively flag trends, anomalies, and opportunities before anyone has to ask you to look.
You've worked as an analytical partner to a marketing or growth team — not just supported them from a distance.
You can draw a clear conclusion from messy data and defend it in a room with people who will push back.
You think in recommendations, not just findings — you're not done until you've said \"and therefore we should…\"
You're fast: you can turn a question into an answer in hours, not days.
You understand paid acquisition channels well enough to have opinions about where the budget should go.
You thrive in a high-tempo environment where the questions change faster than the data does.
You're based in San Francisco or willing to relocate.
This is a decision-driving seat, measured by the decisions your analysis changes — not dashboards shipped or tickets closed. It's on-site in San Francisco, in person, long days, high standards. The questions move fast and the data is messy, which means you'll be expected to draw a conclusion and stand behind it, often before the picture is fully clean. You're the analytical engine for the growth team, so when a number looks wrong or a channel turns, finding out why is yours — frequently the same day.
This is explicitly not a data service desk, and it isn't a place to produce reports no one acts on. Almost no one takes it for insurance — they take it because being the analytical right hand to a growth team at a company scaling ~100x, with a direct line from your recommendation to where the budget goes, is a rare seat. If being measured on decisions is the appeal, apply. If it's a deterrent, it won't get easier here.
Salary: $140,000–$180,000, plus performance bonus and equity.
Location: On-site, San Francisco. Based here or willing to relocate.
Schedule: Monday–Friday, long days, in the building with the team.
Uber commuter benefits
Meals provided — breakfast, lunch, and dinner
Snacks, drinks, and coffee stocked daily
Free gym membership
Health, dental, and vision insurance
4+ years of analytics experience with direct exposure to marketing, growth, or revenue teams
Strong SQL; Python proficiency preferred
Hands-on experience with funnel analysis, cohort analysis, attribution, and LTV/CAC modeling
Experience analyzing paid acquisition channel performance (Google, Meta, or comparable)
Proven ability to communicate analytical findings clearly to non-technical stakeholders and drive decisions
Experience partnering with a marketing or growth counterpart to act on data in real time — not just produce reports
Familiarity with PostHog, Mixpanel, Amplitude, or comparable product analytics platforms
Experience working alongside a data engineer or GTM engineer and understanding how data pipelines work
Background in insurance, fintech, or another industry with complex funnel and attribution dynamics
Exposure to AI-assisted analytics workflows and modern BI tooling
Experience in a high-growth startup environment where speed and adaptability were required
People screen — fit and alignment
Lead screen — skills and judgment
Super day — how you operate in real time
Send your resume and an example of analysis you ran — what you recommended, and what the team did with it.
","descriptionPlain":"DATA ANALYST\n\n\n\nHarper is an AI-native commercial insurance company in San Francisco. We're not bolting AI onto insurance — we're rebuilding the entire business as software, on a simple bet: turning expert human judgment into compute is one of the largest transitions left to make, and a trillion-dollar industry still run 90% by hand is the place to prove it. We've grown ~100x in the last year and we move at that speed — on-site, in person, long days, very high standards. Almost no one joins Harper for insurance; they join to build the company that replaces how it works.\n\n\n\n\nTHE ROLE\n\n\n\nHarper's GTM Engineer builds the data infrastructure. You're the one who tells us what it's saying. Every morning you'll wake up asking the same question: what does the data want us to do today? You sit closest to our Growth Marketing Lead, synthesizing signal from across every channel and turning it into clear, confident recommendations they can act on. You're not a report generator — you're an analytical partner who helps drive decisions, translating the noise into the two or three things that actually matter and helping the team move on them.\n\n\n\nYou're a growth-oriented data analyst who's as comfortable drawing a conclusion as you are running the query that supports it. You've worked closely with marketing or growth teams before — not as a data service desk, but as a real partner in the work. You know what good channel performance looks like, you understand the metrics that matter in paid acquisition, and you can translate a cohort analysis into a budget recommendation without anyone having to ask. You report to the Head of Marketing, work day-to-day alongside the Growth Marketing Lead, and collaborate closely with the GTM Engineer who owns the underlying data systems. Winning in 6–12 months looks like the growth team making better decisions faster because you're in the room.\n\n\n\n\nWHAT YOU'LL DO\n\n\n\n - Synthesize channel performance. Pull together data across paid, organic, and partner channels — and identify what's working, what's not, and what to do about it.\n\n - Partner with the Growth Marketing Lead. Serve as their analytical right hand; translate data outputs into clear recommendations they can act on in real time.\n\n - Own growth KPI reporting. Define, maintain, and communicate core marketing and funnel metrics so the team is always looking at the right numbers.\n\n - Build and maintain LTV/CAC analysis. Give leadership a clear, current picture of unit economics by channel, cohort, and customer segment.\n\n - Run experiment analysis. Evaluate A/B tests and campaign experiments — and turn results into decisions, not slide decks.\n\n - Surface what the data is asking for. Proactively flag trends, anomalies, and opportunities before anyone has to ask you to look.\n\n\n\n\nWHO YOU ARE\n\n\n\n - You've worked as an analytical partner to a marketing or growth team — not just supported them from a distance.\n\n - You can draw a clear conclusion from messy data and defend it in a room with people who will push back.\n\n - You think in recommendations, not just findings — you're not done until you've said \"and therefore we should…\"\n\n - You're fast: you can turn a question into an answer in hours, not days.\n\n - You understand paid acquisition channels well enough to have opinions about where the budget should go.\n\n - You thrive in a high-tempo environment where the questions change faster than the data does.\n\n - You're based in San Francisco or willing to relocate.\n\n\n\n\nTHE REALITY — READ THIS BEFORE YOU APPLY\n\n\n\nThis is a decision-driving seat, measured by the decisions your analysis changes — not dashboards shipped or tickets closed. It's on-site in San Francisco, in person, long days, high standards. The questions move fast and the data is messy, which means you'll be expected to draw a conclusion and stand behind it, often before the picture is fully clean. You're the analytical engine for the growth team, so when a number looks wrong or a channel turns, finding out why is yours — frequently the same day.\n\n\n\nThis is explicitly not a data service desk, and it isn't a place to produce reports no one acts on. Almost no one takes it for insurance — they take it because being the analytical right hand to a growth team at a company scaling ~100x, with a direct line from your recommendation to where the budget goes, is a rare seat. If being measured on decisions is the appeal, apply. If it's a deterrent, it won't get easier here.\n\n\n\n\nCOMPENSATION & LOGISTICS\n\n\n\n - Salary: $140,000–$180,000, plus performance bonus and equity.\n\n - Location: On-site, San Francisco. Based here or willing to relocate.\n\n - Schedule: Monday–Friday, long days, in the building with the team.\n\n\n\n\nBENEFITS\n\n\n\n - Uber commuter benefits\n\n - Meals provided — breakfast, lunch, and dinner\n\n - Snacks, drinks, and coffee stocked daily\n\n - Free gym membership\n\n - Health, dental, and vision insurance\n\n\n\n\nREQUIREMENTS\n\n\n\n - 4+ years of analytics experience with direct exposure to marketing, growth, or revenue teams\n\n - Strong SQL; Python proficiency preferred\n\n - Hands-on experience with funnel analysis, cohort analysis, attribution, and LTV/CAC modeling\n\n - Experience analyzing paid acquisition channel performance (Google, Meta, or comparable)\n\n - Proven ability to communicate analytical findings clearly to non-technical stakeholders and drive decisions\n\n - Experience partnering with a marketing or growth counterpart to act on data in real time — not just produce reports\n\n\n\n\nNICE TO HAVE\n\n\n\n - Familiarity with PostHog, Mixpanel, Amplitude, or comparable product analytics platforms\n\n - Experience working alongside a data engineer or GTM engineer and understanding how data pipelines work\n\n - Background in insurance, fintech, or another industry with complex funnel and attribution dynamics\n\n - Exposure to AI-assisted analytics workflows and modern BI tooling\n\n - Experience in a high-growth startup environment where speed and adaptability were required\n\n\n\n\nPROCESS\n\n\n\n - People screen — fit and alignment\n\n - Lead screen — skills and judgment\n\n - Super day — how you operate in real time\n\n\n\n\nTO APPLY\n\n\n\nSend your resume and an example of analysis you ran — what you recommended, and what the team did with it."},{"id":"7d678dba-885a-4432-94c7-a9c20852db35","title":"Product Engineer","department":"Engineering","team":"Engineering","employmentType":"FullTime","location":"San Francisco","secondaryLocations":[],"publishedAt":"2026-07-24T00:04:06.808+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"California","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/harperinsure/7d678dba-885a-4432-94c7-a9c20852db35","applyUrl":"https://jobs.ashbyhq.com/harperinsure/7d678dba-885a-4432-94c7-a9c20852db35/application","descriptionHtml":"36 million businesses in America need insurance—it's not optional. 77% are underinsured. 40% have no coverage at all. The distribution system failed them: too slow, too opaque, too confusing.
Over 90% of commercial insurance is still human-led. We're building the inverse: 90%+ AI-led, pushing toward the higher 90s. Not by patching legacy workflows—by building AI that makes humans more effective, improves the customer experience, and eliminates friction at every step.
We're adding ~1,000 customers per month. We've grown 100x since last year. We're looking to do even more this year—and that's why we're hiring.
You'll ship AI-powered product features end-to-end. Real systems, real users, real revenue—the same week you write the code.
Turning judgment into compute isn't a one-time project. It's a constant hunt for leverage. New models drop monthly. What was impossible in January is table stakes by June. Someone needs to be on the frontier—figuring out what's newly possible and applying it before anyone else does.
The best product engineers here don't just write features. They embed with the operators who live inside the systems—sales, service, underwriting—find where things break, and build the AI-powered solution before anyone else notices the problem. Your code doesn't sit in a repo. It runs the business.
You're a full-stack engineer with applied-AI fluency. Frontend, backend, agents, evals—you move across the stack because the problems don't respect stack boundaries. You optimize for user and business impact, not code elegance. You treat AI tooling as a core part of the workflow, not a novelty.
You work directly with founders. No committee. No approval chain. You build it, you ship it, you own the outcome. Prototype Monday, ship Tuesday, measure Wednesday. If it works, push to production. If not, try something else.
We are hiring product engineers across all levels, which we determine during the interview process.
Ship AI-powered features end-to-end — Frontend, backend, agents, and evals; you own the whole thing, not a slice
Embed with operators — Sit with sales, service, and underwriting; find what's broken before they tell you
Build systems that compound — Every decision gets traced; every outcome feeds back; the AI gets smarter with each interaction
Stay on the frontier — New model drops? You're testing it that day. New capability lands? You're the one who ships it
Move fast with AI tooling — Cursor, Claude Code, and whatever comes next; manage multiple coding sessions to compress weeks into days
Own the metric, not the feature — \"We increased conversion by 15%,\" not \"we shipped the thing\"
Prove impact — Set up metrics, track results, present what worked to the company
You get energy from user and business impact, not code elegance
You write code with AI (Cursor, Claude Code, Windsurf) and can manage multiple coding sessions
You're full-stack by instinct—frontend, backend, and the AI layer that makes decisions
You've shipped AI to production—real systems serving real users, not demos
You ship fast and iterate—meaningful features in days that others take months on
You can present to non-technical people and explain why a metric moved
Software engineering experience shipping production systems (level determined during interviews)
Proficiency in Python, TypeScript, or similar
Experience building and shipping AI-powered features—LLM applications, agent pipelines, or workflow automation
Ability to work across the stack: frontend, backend, and the AI layer
Based in San Francisco or willing to relocate
Voice AI or real-time systems experience
RAG, agent frameworks, or evaluation systems
Background in operations tooling, sales tech, or workflow automation
Prior startup experience
Salary: $140,000–$280,000 depending on experience + performance bonuses & equity
Location: San Francisco, in-office. Based in SF or willing to relocate.
Schedule: Monday–Friday, very early morning start, in-office five days a week.
Benefits: Uber commuter benefits; breakfast, lunch, and dinner provided; snacks, drinks, and coffee daily; free gym membership; health, dental, and vision insurance.
Technical screen — 60 min remote: project deep dive + system design
Super Day on-site — meet the team, sit in on the operation, do real work alongside us.
If you want to build AI capabilities against business problems you discover yourself, ship code that runs a real business, and work with people who show up with the same intensity every day—send your resume and a link to something you've built that had measurable business impact.
","descriptionPlain":"THE PROBLEM\n\n\n\n36 million businesses in America need insurance—it's not optional. 77% are underinsured. 40% have no coverage at all. The distribution system failed them: too slow, too opaque, too confusing.\n\n\n\nOver 90% of commercial insurance is still human-led. We're building the inverse: 90%+ AI-led, pushing toward the higher 90s. Not by patching legacy workflows—by building AI that makes humans more effective, improves the customer experience, and eliminates friction at every step.\n\n\n\nWe're adding ~1,000 customers per month. We've grown 100x since last year. We're looking to do even more this year—and that's why we're hiring.\n\n\n\nYou'll ship AI-powered product features end-to-end. Real systems, real users, real revenue—the same week you write the code.\n\n\n\n\nTHE THESIS\n\n\n\nTurning judgment into compute isn't a one-time project. It's a constant hunt for leverage. New models drop monthly. What was impossible in January is table stakes by June. Someone needs to be on the frontier—figuring out what's newly possible and applying it before anyone else does.\n\n\n\nThe best product engineers here don't just write features. They embed with the operators who live inside the systems—sales, service, underwriting—find where things break, and build the AI-powered solution before anyone else notices the problem. Your code doesn't sit in a repo. It runs the business.\n\n\n\n\nTHE ROLE\n\n\n\nYou're a full-stack engineer with applied-AI fluency. Frontend, backend, agents, evals—you move across the stack because the problems don't respect stack boundaries. You optimize for user and business impact, not code elegance. You treat AI tooling as a core part of the workflow, not a novelty.\n\n\n\nYou work directly with founders. No committee. No approval chain. You build it, you ship it, you own the outcome. Prototype Monday, ship Tuesday, measure Wednesday. If it works, push to production. If not, try something else.\n\n\n\nWe are hiring product engineers across all levels, which we determine during the interview process.\n\n\n\n\nWHAT YOU'LL DO\n\n\n\n - Ship AI-powered features end-to-end — Frontend, backend, agents, and evals; you own the whole thing, not a slice\n\n - Embed with operators — Sit with sales, service, and underwriting; find what's broken before they tell you\n\n - Build systems that compound — Every decision gets traced; every outcome feeds back; the AI gets smarter with each interaction\n\n - Stay on the frontier — New model drops? You're testing it that day. New capability lands? You're the one who ships it\n\n - Move fast with AI tooling — Cursor, Claude Code, and whatever comes next; manage multiple coding sessions to compress weeks into days\n\n - Own the metric, not the feature — \"We increased conversion by 15%,\" not \"we shipped the thing\"\n\n - Prove impact — Set up metrics, track results, present what worked to the company\n\n\n\n\nYOU MIGHT BE A FIT IF...\n\n\n\n - You get energy from user and business impact, not code elegance\n\n - You write code with AI (Cursor, Claude Code, Windsurf) and can manage multiple coding sessions\n\n - You're full-stack by instinct—frontend, backend, and the AI layer that makes decisions\n\n - You've shipped AI to production—real systems serving real users, not demos\n\n - You ship fast and iterate—meaningful features in days that others take months on\n\n - You can present to non-technical people and explain why a metric moved\n\n\n\n\nREQUIREMENTS\n\n\n\n - Software engineering experience shipping production systems (level determined during interviews)\n\n - Proficiency in Python, TypeScript, or similar\n\n - Experience building and shipping AI-powered features—LLM applications, agent pipelines, or workflow automation\n\n - Ability to work across the stack: frontend, backend, and the AI layer\n\n - Based in San Francisco or willing to relocate\n\n\n\n\nNICE TO HAVE\n\n\n\n - Voice AI or real-time systems experience\n\n - RAG, agent frameworks, or evaluation systems\n\n - Background in operations tooling, sales tech, or workflow automation\n\n - Prior startup experience\n\n\n\n\nCOMPENSATION & LOGISTICS\n\n\n\n - Salary: $140,000–$280,000 depending on experience + performance bonuses & equity\n\n - Location: San Francisco, in-office. Based in SF or willing to relocate.\n\n - Schedule: Monday–Friday, very early morning start, in-office five days a week.\n\n - Benefits: Uber commuter benefits; breakfast, lunch, and dinner provided; snacks, drinks, and coffee daily; free gym membership; health, dental, and vision insurance.\n\n\n\n\nTHE PROCESS\n\n\n\n 1. Technical screen — 60 min remote: project deep dive + system design\n\n 2. Super Day on-site — meet the team, sit in on the operation, do real work alongside us.\n \n \n\n\nTO APPLY\n\n\n\nIf you want to build AI capabilities against business problems you discover yourself, ship code that runs a real business, and work with people who show up with the same intensity every day—send your resume and a link to something you've built that had measurable business impact."},{"id":"3f450d2b-a1ae-4fe6-8ffc-76eaadcd5b43","title":"Platform Engineer","department":"Engineering","team":"Engineering","employmentType":"FullTime","location":"San Francisco","secondaryLocations":[],"publishedAt":"2026-07-24T00:02:56.759+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"California","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/harperinsure/3f450d2b-a1ae-4fe6-8ffc-76eaadcd5b43","applyUrl":"https://jobs.ashbyhq.com/harperinsure/3f450d2b-a1ae-4fe6-8ffc-76eaadcd5b43/application","descriptionHtml":"36 million businesses in America need insurance—it's not optional. 77% are underinsured. 40% have no coverage at all. The distribution system failed them: too slow, too opaque, too confusing.
Over 90% of commercial insurance is still human-led. We're building the inverse: 90%+ AI-led, pushing toward the higher 90s. Not by patching legacy workflows—by building AI that makes humans more effective, improves the customer experience, and eliminates friction at every step.
We're adding ~1,000 customers per month. We've grown 100x since last year. We're looking to do even more this year—and that's why we're hiring.
You build the systems the rest of engineering depends on. When they compound, everyone gets faster.
Harper runs 200+ services across Railway and AWS. We orchestrate N parallel agentic workloads. Our AI systems make thousands of decisions a day, and every decision needs to be traceable, evaluated, and cheaper to run tomorrow than it is today. The infrastructure underneath all of that is the difference between a company that scales and one that stalls.
Great platform engineering here isn't invisible—it's the reason product ships fast. When observability catches a silent failure before a customer does. When a pooling layer makes connection exhaustion a non-issue. When developer velocity doubles because someone built the tool nobody knew they needed. That leverage compounds across every other engineer on the team.
You're an infrastructure-focused engineer with depth across databases, AWS, networking, observability, SRE, CI/CD, and AI tooling. You build the systems and tooling the rest of engineering depends on—optimized for performance, reliability, and developer velocity.
You work directly with founders and alongside the product engineers who ship features on top of what you build. You see where things break at scale, design the fix, and ship it before it becomes a fire. When something goes wrong at 2 AM, you're the one who gets paged—and you'd rather build the system that prevents the page than accept it as inevitable.
We are hiring platform engineers across all levels, which we determine during the interview process.
Own core infrastructure — Databases, AWS services, networking, CI/CD; the systems every engineer depends on
Build for scale — Thousands of concurrent AI operations, sub-second response times, cost-effective under load
Design observability that works — System-level errors AND business-level silent-failure detection; we find out something is broken from an alert, not from a person hours later
Orchestrate agentic workloads — N parallel agent instances doing non-deterministic work, running reliably and cost-effectively as N grows
Multiply developer velocity — The tooling and abstractions that let product engineers ship in days instead of weeks
Own reliability end-to-end — SLOs, on-call, incident response, and the post-mortems that make it rarer next time
Build the eval infrastructure — Systems that measure whether AI outputs are getting better, not just running
You've owned production systems at scale—not contributed to, owned; you got paged when they broke
You write code with AI (Cursor, Claude Code) and know how to leverage it for infrastructure work
You have depth across at least two of: databases, cloud infrastructure (AWS), networking, observability, or CI/CD
You've designed systems that survive real load—retries, DLQs, back pressure, idempotency, the whole stack
You care about developer experience—the tools other engineers use are as much your product as the customer-facing ones
You'd rather build the system that prevents the fire than firefight forever
Software engineering experience with a platform, infrastructure, or SRE focus (level determined during interviews)
Proficiency in Python, TypeScript, Go, or similar
Production experience with cloud infrastructure (AWS), databases (Postgres), and observability tooling
Track record of building systems and tooling that other engineers depend on
Based in San Francisco or willing to relocate
Experience orchestrating AI/ML workloads at scale (agent frameworks, LLM inference infrastructure)
Voice AI or real-time systems experience
Deep AWS experience (ECS, Lambda, RDS, VPC design)
Prior startup experience—especially at companies that scaled through hypergrowth
Salary: $140,000–$280,000 depending on experience + performance bonuses & equity
Location: San Francisco, in-office. Based in SF or willing to relocate.
Schedule: Monday–Friday, very early morning start, in-office five days a week.
Benefits: Uber commuter benefits; breakfast, lunch, and dinner provided; snacks, drinks, and coffee daily; free gym membership; health, dental, and vision insurance.
Technical screen — 60 min remote: project deep dive + system design
Super Day on-site — meet the team, sit in on the operation, do real work alongside us.
If you want to build AI capabilities against business problems you discover yourself, ship code that runs a real business, and work with people who show up with the same intensity every day—send your resume and a link to something you've built that had measurable business impact.
","descriptionPlain":"THE PROBLEM\n\n\n\n36 million businesses in America need insurance—it's not optional. 77% are underinsured. 40% have no coverage at all. The distribution system failed them: too slow, too opaque, too confusing.\n\n\n\nOver 90% of commercial insurance is still human-led. We're building the inverse: 90%+ AI-led, pushing toward the higher 90s. Not by patching legacy workflows—by building AI that makes humans more effective, improves the customer experience, and eliminates friction at every step.\n\n\n\nWe're adding ~1,000 customers per month. We've grown 100x since last year. We're looking to do even more this year—and that's why we're hiring.\n\n\n\nYou build the systems the rest of engineering depends on. When they compound, everyone gets faster.\n\n\n\n\nTHE THESIS\n\n\n\nHarper runs 200+ services across Railway and AWS. We orchestrate N parallel agentic workloads. Our AI systems make thousands of decisions a day, and every decision needs to be traceable, evaluated, and cheaper to run tomorrow than it is today. The infrastructure underneath all of that is the difference between a company that scales and one that stalls.\n\n\n\nGreat platform engineering here isn't invisible—it's the reason product ships fast. When observability catches a silent failure before a customer does. When a pooling layer makes connection exhaustion a non-issue. When developer velocity doubles because someone built the tool nobody knew they needed. That leverage compounds across every other engineer on the team.\n\n\n\n\nTHE ROLE\n\n\n\nYou're an infrastructure-focused engineer with depth across databases, AWS, networking, observability, SRE, CI/CD, and AI tooling. You build the systems and tooling the rest of engineering depends on—optimized for performance, reliability, and developer velocity.\n\n\n\nYou work directly with founders and alongside the product engineers who ship features on top of what you build. You see where things break at scale, design the fix, and ship it before it becomes a fire. When something goes wrong at 2 AM, you're the one who gets paged—and you'd rather build the system that prevents the page than accept it as inevitable.\n\n\n\nWe are hiring platform engineers across all levels, which we determine during the interview process.\n\n\n\n\nWHAT YOU'LL DO\n\n\n\n - Own core infrastructure — Databases, AWS services, networking, CI/CD; the systems every engineer depends on\n\n - Build for scale — Thousands of concurrent AI operations, sub-second response times, cost-effective under load\n\n - Design observability that works — System-level errors AND business-level silent-failure detection; we find out something is broken from an alert, not from a person hours later\n\n - Orchestrate agentic workloads — N parallel agent instances doing non-deterministic work, running reliably and cost-effectively as N grows\n\n - Multiply developer velocity — The tooling and abstractions that let product engineers ship in days instead of weeks\n\n - Own reliability end-to-end — SLOs, on-call, incident response, and the post-mortems that make it rarer next time\n\n - Build the eval infrastructure — Systems that measure whether AI outputs are getting better, not just running\n\n\n\n\nYOU MIGHT BE A FIT IF...\n\n\n\n - You've owned production systems at scale—not contributed to, owned; you got paged when they broke\n\n - You write code with AI (Cursor, Claude Code) and know how to leverage it for infrastructure work\n\n - You have depth across at least two of: databases, cloud infrastructure (AWS), networking, observability, or CI/CD\n\n - You've designed systems that survive real load—retries, DLQs, back pressure, idempotency, the whole stack\n\n - You care about developer experience—the tools other engineers use are as much your product as the customer-facing ones\n\n - You'd rather build the system that prevents the fire than firefight forever\n\n\n\n\nREQUIREMENTS\n\n\n\n - Software engineering experience with a platform, infrastructure, or SRE focus (level determined during interviews)\n\n - Proficiency in Python, TypeScript, Go, or similar\n\n - Production experience with cloud infrastructure (AWS), databases (Postgres), and observability tooling\n\n - Track record of building systems and tooling that other engineers depend on\n\n - Based in San Francisco or willing to relocate\n\n\n\n\nNICE TO HAVE\n\n\n\n - Experience orchestrating AI/ML workloads at scale (agent frameworks, LLM inference infrastructure)\n\n - Voice AI or real-time systems experience\n\n - Deep AWS experience (ECS, Lambda, RDS, VPC design)\n\n - Prior startup experience—especially at companies that scaled through hypergrowth\n\n\n\n\nCOMPENSATION & LOGISTICS\n\n\n\n - Salary: $140,000–$280,000 depending on experience + performance bonuses & equity\n\n - Location: San Francisco, in-office. Based in SF or willing to relocate.\n\n - Schedule: Monday–Friday, very early morning start, in-office five days a week.\n\n - Benefits: Uber commuter benefits; breakfast, lunch, and dinner provided; snacks, drinks, and coffee daily; free gym membership; health, dental, and vision insurance.\n\n\n\n\nTHE PROCESS\n\n\n\n 1. Technical screen — 60 min remote: project deep dive + system design\n\n 2. Super Day on-site — meet the team, sit in on the operation, do real work alongside us.\n \n \n\n\nTO APPLY\n\n\n\nIf you want to build AI capabilities against business problems you discover yourself, ship code that runs a real business, and work with people who show up with the same intensity every day—send your resume and a link to something you've built that had measurable business impact."},{"id":"fb090823-feb9-430f-b193-68dee922386b","title":"Engineering Manager, Growth","department":"Engineering","team":"Engineering","employmentType":"FullTime","location":"San Francisco","secondaryLocations":[],"publishedAt":"2026-08-31T16:42:02.309+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"California","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/harperinsure/fb090823-feb9-430f-b193-68dee922386b","applyUrl":"https://jobs.ashbyhq.com/harperinsure/fb090823-feb9-430f-b193-68dee922386b/application","descriptionHtml":"36 million businesses in America need insurance—it's not optional. 77% are underinsured. 40% have no coverage at all. The distribution system failed them: too slow, too opaque, too confusing.
Over 90% of commercial insurance is still human-led. We're building the inverse: 90%+ AI-led, pushing toward the higher 90s. Not by patching legacy workflows—by building AI that makes humans more effective, improves the customer experience, and eliminates friction at every step.
We're adding ~1,000 customers per month. We've grown 100x since last year. We're looking to do even more this year—and that's why we're hiring.
You own the engine that turns those 36 million problems into a full pipeline—from the first click to a bound policy.
Growth is Harper's engine for turning demand into coverage. Leads come in through a dozen different surfaces—web, aggregators, social, paid, and everything in between—and every one of them needs to make it through intake to a completed policy. That means two problems that have to work in lockstep: consistently filling the top of the funnel, and having the capacity to carry every lead through to completion.
We're pushing to make this as AI-forward as the rest of Harper. The team has spent the last stretch architecting Voice AI systems that can run intake at the volume our funnel demands—this is where most of the technical complexity in the role lives, and where the leverage compounds. Get intake capacity right, and every channel you turn on downstream just works.
You'll own Growth end to end: the acquisition side—web, aggregators, social, paid, and every other distribution surface, organic and non-organic—built in close partnership with our growth and marketing teams, and the intake side, where leads move through the requirements needed to get bound. The north star is simple: a consistent, reliable supply of leads across every channel, and the capacity to run every one of them through intake to completion.
The team is 5 people today and we're aiming to roughly 2x it to around 10 over the next three months. Managing individuals and actively shaping their careers is core to this job, not a side responsibility—and you'll work in close partnership with growth marketing, sales, and operations, so stakeholder management matters as much as team management.
Own the Growth org — lead and grow a team from 5 to ~10 over the next three months, with day-to-day management and career development as a core part of the job
Drive lead acquisition — partner closely with growth and marketing on every distribution surface: web, aggregators, social, paid, and beyond, organic and non-organic
Own intake capacity — make sure every lead that enters the funnel can be taken through intake and completed to bound coverage
Architect Voice AI for scale — this is where most of the team's technical complexity sits; build the systems that let intake keep up with demand
Partner across the business — work in lockstep with growth marketing, sales, and operations as a primary stakeholder group
Stay hands-on — keep the team unblocked, help shape architecture, dive into code when they're stuck, and write code yourself when it's needed
Hire the team — build out from 5 to 10, drawing on your own network where you can
You've been a line manager for at least two years, directly managing teams of 6+ people
You come from a product-first company, in a product-first role
You've optimized growth funnels end to end, from top of funnel to bottom
You've worked in an operations-heavy environment and are comfortable partnering with non-technical stakeholders
You're not afraid to get your hands dirty—diving into code when the team needs it, not just directing from above
You move fast, and expect your team to as well
A track record of hiring and building out a team from scratch, with your own network to draw from
Experience with Voice AI or other real-time/conversational AI systems
Experience partnering directly with growth marketing and sales in a high-velocity, operations-heavy business
Prior startup experience—especially at a company scaling through hyper growth
Salary: $225,000–$275,000
Location: San Francisco, in-office. Based in SF or willing to relocate.
Schedule: Monday–Friday, in-office five days a week.
Benefits: Uber commuter benefits; breakfast, lunch, and dinner provided; snacks, drinks, and coffee daily; free gym membership; health, dental, and vision insurance.
Hiring Manager screen - 30 min video chat.
Technical screen — 60 min remote: project deep dive + system design
Super Day on-site — meet the team, sit in on the operation, do real work alongside us.
36 million businesses in America need insurance—it's not optional. 77% are underinsured. 40% have no coverage at all. The distribution system failed them: too slow, too opaque, too confusing.
Over 90% of commercial insurance is still human-led. We're building the inverse: 90%+ AI-led, pushing toward the higher 90s. Not by patching legacy workflows—by building AI that makes humans more effective, improves the customer experience, and eliminates friction at every step.
We're adding ~1,000 customers per month. We've grown 100x since last year. We're looking to do even more this year—and that's why we're hiring.
You'll build the team and the systems the rest of engineering depends on. When they compound, everyone gets faster.
Harper runs 200+ services across Railway and AWS. We orchestrate N parallel agentic workloads. Our AI systems make thousands of decisions a day, and every decision needs to be traceable, evaluated, and cheaper to run tomorrow than it is today. The infrastructure underneath all of that is the difference between a company that scales and one that stalls.
Great platform engineering here isn't invisible—it's the reason product ships fast. When observability catches a silent failure before a customer does. When a pooling layer makes connection exhaustion a non-issue. When developer velocity doubles because someone built the tool nobody knew they needed. That leverage compounds across every other engineer on the team.
This role is open both to an experienced EM and to someone on the path to becoming an EM who doesn't yet have significant management experience—we're happy to bring that person on and support the transition.
This is a team that still needs to be built. We have 2 people in it today, and we believe this area needs significant investment at Harper. The role owns three things: infrastructure (cloud, third-party vendors, and everything surrounding it), developer productivity (making sure we're genuinely an AI-first shop, with the right AI tooling and harnesses in place for every other engineering team to be successful), and SRE and production support (production discipline is top of mind as we head into a high-growth, high-scale phase—we need someone who has run an SRE function before). Each of these three areas can grow into a larger team of its own over time.
The team is 2 people today, growing to five to six over the next three months. Because the team is small, whoever takes this role—EM or TLM—will need to be hands-on at the start, working directly with the team and doing the work themselves.
Own infrastructure — cloud, third-party vendors, and everything surrounding it
Build developer productivity — the AI tooling and harnesses that make every other engineering team genuinely AI-first
Own SRE and production support — bring production discipline as we head into a high-growth, high-scale phase
Build out the team — grow from 2 people to five to six over the next three months
Stay hands-on — with a team this small, work directly alongside your engineers and do the work yourself, not just direct it
Grow each function over time — infrastructure, developer productivity, and SRE/production support can each become a larger team of its own
Have at least 2 years as a line manager directly managing teams of six to ten people—or clear readiness to grow into that role
You've been a line manager for at least two years, directly managing teams of six to ten people—or you're on a clear path there and want to grow into it
You have hands-on experience with AWS or GCP and strong database troubleshooting skills
You've seen real scale—on the order of at least a million requests per minute
You can troubleshoot across databases, networking, compute, Docker, Kubernetes, and other aspects of infrastructure
You care as much about developer productivity and AI tooling as you do about raw infrastructure
You know on-call practices, SLAs, SLOs, and SRE practices generally
You want to stay hands-on and grow into a fuller managerial role over time
You move fast, with the same appetite as the rest of Harper
Your own network to draw on for hiring—otherwise, comfort working closely with recruiters
Experience building developer productivity tooling and AI harnesses for other engineering teams
Experience building a team from a very small base
Prior startup experience—especially at a company scaling through hypergrowth
Salary: $225,000–$275,000
Location: San Francisco, in-office. Based in SF or willing to relocate.
Schedule: Monday–Friday, in-office five days a week.
Benefits: Uber commuter benefits; breakfast, lunch, and dinner provided; snacks, drinks, and coffee daily; free gym membership; health, dental, and vision insurance.
Hiring Manager screen - 30 min video chat.
Technical screen — 60 min remote: project deep dive + system design
Super Day on-site — meet the team, sit in on the operation, do real work alongside us.
36 million businesses in America need insurance—it's not optional. 77% are underinsured. 40% have no coverage at all. The distribution system failed them: too slow, too opaque, too confusing.
Over 90% of commercial insurance is still human-led. We're building the inverse: 90%+ AI-led, pushing toward the higher 90s. Not by patching legacy workflows—by building AI that makes humans more effective, improves the customer experience, and eliminates friction at every step.
We're adding ~1,000 customers per month. We've grown 100x since last year. We're looking to do even more this year—and that's why we're hiring.
Small business owners are used to their insurance broker never calling back. You're the reason ours do.
Insurance is the one bill a small business owner can't afford to get wrong, and most brokers make them work for it—voicemail, dead ends, a week of silence. Being the opposite of that is a real competitive advantage, and it's the entire point of this team. When someone calls Harper, they reach a person who finds their account, tells them exactly what's happening next, and then makes it happen.
That doesn't come from software. It comes from people who genuinely enjoy this kind of work: fast on the phone, dozens of open threads held in their head, and real satisfaction in taking a full list down to zero. It's a craft, and the people who are great at it become the customer's favorite part of doing business with us. There are real paths from this seat into service, sales, and operations.
You're on the phone with business owners all day—inbound and outbound—from our office in downtown San Francisco. Two shifts cover the day: an early one for East Coast customers and a later one through the West Coast close. You'll be assigned to one based on business need.
Inbound, you're the first person a customer talks to. You pull up the account, work out what they actually need, and tell them exactly when they'll hear back. Outbound, the list is yours: payments, documents, renewals, and the follow-ups that keep somebody's coverage from lapsing. The volume is real—back-to-back calls and long lists—and the people who love this job love that part.
You don't need an insurance background to start. We'll teach you the systems, the playbooks, and the vocabulary. What we're hiring for is judgment on the phone: hearing the difference between confused and genuinely upset, catching the thing the customer didn't say, and knowing exactly who to pull in when a problem is bigger than the call. Quoting and coverage advice belong to a licensed seller, so you'll never be asked to advise on a policy—everything else, you carry as far as it goes.
Pick up and take it personally — You're the first human a business owner reaches; find their account fast, get to the real ask, and tell them precisely when they'll hear back
Keep every promise you make — A callback time is a commitment; no customer should ever have to chase Harper to find out what happened
Take the list to zero — Payments, documents, at-risk cancellations, renewals; an empty list at the end of your shift is the whole game
Chase it like it's yours — Three attempts across three days on a standard follow-up, up to seven touches on a payment issue by phone, text, and email; you stop when it's solved, not when it's hard
Own the whole answer — Track down the document, the payment link, or the one person who can unblock it; nothing gets closed just because it got called
Leave a clean trail — Log what happened and what's still open, so the next teammate picks up mid-story and the customer never repeats themselves
Get the right specialist in fast — Financing, coverage, and genuinely complex problems have owners; pulling them in quickly is part of great service, not a handoff
Turn a rough call around — Frustrated customers become the most loyal ones when somebody finally levels with them and delivers
Make the next call easier — Spot the same problem happening over and over and flag it, so we fix the cause instead of the symptom
You like talking to people all day and end the day energized by it, not drained
You show up on time, every day, and take that seriously
You can talk and type at the same time—notes get written while the call is happening
You finish what you start; an open item bothers you until it's closed
You'd rather ask than guess when you're unsure
You're organized enough to work a list of 80 calls without losing your place
You're steady with frustrated people
Strong phone communication—clear, professional, patient
Basic computer comfort: spreadsheets, email, a phone system, and internal tools
Ability to work full-time, Monday–Friday, on-site in downtown San Francisco
Reliable attendance and punctuality
Legally authorized to work in the United States
Call center, collections, dispatch, front-desk, or high-volume customer service experience
Bilingual (Spanish)
Any insurance, brokerage, or financial services exposure
Experience working from call lists or a CRM
Pay: $23 - $26/hour
Type: Full-time, hourly, non-exempt (W-2)—overtime eligible
Location: San Francisco, in-office (425 Market Street)
Schedule: Monday–Friday, in-office. Early shift (East Coast coverage) or late shift (West Coast coverage), assigned based on business need. Overtime available.
Start date: Immediate
Health, dental, and vision insurance
Commuter benefits
Team meals and snacks
Application screen — We review daily and most candidates hear back within 48 hours
Phone screen — Short conversation; we'll listen to how you handle a call
On-site day — Meet the team, see the floor, work through real scenarios
We need people on the phones now. If you're dependable, good with people, and want steady in-office work at a fast-growing company in downtown San Francisco—send your resume and tell us about your phone experience.
Harper is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees.
","descriptionPlain":"THE PROBLEM\n\n\n\n36 million businesses in America need insurance—it's not optional. 77% are underinsured. 40% have no coverage at all. The distribution system failed them: too slow, too opaque, too confusing.\n\n\n\nOver 90% of commercial insurance is still human-led. We're building the inverse: 90%+ AI-led, pushing toward the higher 90s. Not by patching legacy workflows—by building AI that makes humans more effective, improves the customer experience, and eliminates friction at every step.\n\n\n\nWe're adding ~1,000 customers per month. We've grown 100x since last year. We're looking to do even more this year—and that's why we're hiring.\n\n\n\nSmall business owners are used to their insurance broker never calling back. You're the reason ours do.\n\n\n\n\nTHE THESIS\n\n\n\nInsurance is the one bill a small business owner can't afford to get wrong, and most brokers make them work for it—voicemail, dead ends, a week of silence. Being the opposite of that is a real competitive advantage, and it's the entire point of this team. When someone calls Harper, they reach a person who finds their account, tells them exactly what's happening next, and then makes it happen.\n\n\n\nThat doesn't come from software. It comes from people who genuinely enjoy this kind of work: fast on the phone, dozens of open threads held in their head, and real satisfaction in taking a full list down to zero. It's a craft, and the people who are great at it become the customer's favorite part of doing business with us. There are real paths from this seat into service, sales, and operations.\n\n\n\n\nTHE ROLE\n\n\n\nYou're on the phone with business owners all day—inbound and outbound—from our office in downtown San Francisco. Two shifts cover the day: an early one for East Coast customers and a later one through the West Coast close. You'll be assigned to one based on business need.\n\n\n\nInbound, you're the first person a customer talks to. You pull up the account, work out what they actually need, and tell them exactly when they'll hear back. Outbound, the list is yours: payments, documents, renewals, and the follow-ups that keep somebody's coverage from lapsing. The volume is real—back-to-back calls and long lists—and the people who love this job love that part.\n\n\n\nYou don't need an insurance background to start. We'll teach you the systems, the playbooks, and the vocabulary. What we're hiring for is judgment on the phone: hearing the difference between confused and genuinely upset, catching the thing the customer didn't say, and knowing exactly who to pull in when a problem is bigger than the call. Quoting and coverage advice belong to a licensed seller, so you'll never be asked to advise on a policy—everything else, you carry as far as it goes.\n\n\n\n\nWHAT YOU'LL DO\n\n\n\n - Pick up and take it personally — You're the first human a business owner reaches; find their account fast, get to the real ask, and tell them precisely when they'll hear back\n\n - Keep every promise you make — A callback time is a commitment; no customer should ever have to chase Harper to find out what happened\n\n - Take the list to zero — Payments, documents, at-risk cancellations, renewals; an empty list at the end of your shift is the whole game\n\n - Chase it like it's yours — Three attempts across three days on a standard follow-up, up to seven touches on a payment issue by phone, text, and email; you stop when it's solved, not when it's hard\n\n - Own the whole answer — Track down the document, the payment link, or the one person who can unblock it; nothing gets closed just because it got called\n\n - Leave a clean trail — Log what happened and what's still open, so the next teammate picks up mid-story and the customer never repeats themselves\n\n - Get the right specialist in fast — Financing, coverage, and genuinely complex problems have owners; pulling them in quickly is part of great service, not a handoff\n\n - Turn a rough call around — Frustrated customers become the most loyal ones when somebody finally levels with them and delivers\n\n - Make the next call easier — Spot the same problem happening over and over and flag it, so we fix the cause instead of the symptom\n\n\n\n\nYOU MIGHT BE A FIT IF...\n\n\n\n - You like talking to people all day and end the day energized by it, not drained\n\n - You show up on time, every day, and take that seriously\n\n - You can talk and type at the same time—notes get written while the call is happening\n\n - You finish what you start; an open item bothers you until it's closed\n\n - You'd rather ask than guess when you're unsure\n\n - You're organized enough to work a list of 80 calls without losing your place\n\n - You're steady with frustrated people\n\n\n\n\nREQUIREMENTS\n\n\n\n - Strong phone communication—clear, professional, patient\n\n - Basic computer comfort: spreadsheets, email, a phone system, and internal tools\n\n - Ability to work full-time, Monday–Friday, on-site in downtown San Francisco\n\n - Reliable attendance and punctuality\n\n - Legally authorized to work in the United States\n\n\n\n\nNICE TO HAVE\n\n\n\n - Call center, collections, dispatch, front-desk, or high-volume customer service experience\n\n - Bilingual (Spanish)\n\n - Any insurance, brokerage, or financial services exposure\n\n - Experience working from call lists or a CRM\n\n\n\n\nCOMPENSATION\n\n\n\n - Pay: $23 - $26/hour\n\n - Type: Full-time, hourly, non-exempt (W-2)—overtime eligible\n\n - Location: San Francisco, in-office (425 Market Street)\n\n - Schedule: Monday–Friday, in-office. Early shift (East Coast coverage) or late shift (West Coast coverage), assigned based on business need. Overtime available.\n\n - Start date: Immediate\n\n\n\n\nBENEFITS\n\n\n\n - Health, dental, and vision insurance\n\n - Commuter benefits\n\n - Team meals and snacks\n\n\n\n\nTHE PROCESS\n\n\n\n 1. Application screen — We review daily and most candidates hear back within 48 hours\n\n 2. Phone screen — Short conversation; we'll listen to how you handle a call\n\n 3. On-site day — Meet the team, see the floor, work through real scenarios\n\n\n\n\nTO APPLY\n\n\n\nWe need people on the phones now. If you're dependable, good with people, and want steady in-office work at a fast-growing company in downtown San Francisco—send your resume and tell us about your phone experience.\n\n\n\nHarper is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees."},{"id":"34c87659-5c04-4954-bc23-5dfe5654e2bd","title":"Partnerships: New Verticals Associate","department":"Operations","team":"Operations","employmentType":"FullTime","location":"San Francisco","secondaryLocations":[],"publishedAt":"2026-09-21T23:52:09.454+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"California","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/harperinsure/34c87659-5c04-4954-bc23-5dfe5654e2bd","applyUrl":"https://jobs.ashbyhq.com/harperinsure/34c87659-5c04-4954-bc23-5dfe5654e2bd/application","descriptionHtml":"Harper is an AI-native commercial insurance company in San Francisco. We're not bolting AI onto insurance — we're rebuilding the entire business as software, on a simple bet: turning expert human judgment into compute is one of the largest transitions left to make, and a trillion-dollar industry still run 90% by hand is the place to prove it. We've grown ~100x in the last year and we move at that speed — on-site, in person, long days, very high standards. Almost no one joins Harper for insurance; they join to build the company that replaces how it works.
This role reports into Head of Partnerships and owns opening new markets and partner channels from zero. The partnerships motion already exists in early form — the job is not to invent company strategy from scratch. It's to take unproven markets and channels, get in the field, build the relationships, and turn first signal into a real motion. Early does not mean there is revenue yet. Early means the play is being built, and you are the person building it on the ground.
There is no inherent pipeline waiting for you. That's not a warning — it's the design. You will not inherit a book of partners or a warmed-up funnel. You report into someone who already set the direction; your job is to execute in market, run a clear distribution scoreboard, and make progress visible week to week. What you do here meaningfully moves whether a new market becomes real — or stays a thesis.
Open new markets and partner channels from zero. First meetings, first relationships, first referrals — before there is money to point at.
Travel is a core part of this job, not an occasional add-on. You will be on the road regularly; San Francisco is home base.
Run the distribution scoreboard. Outreach, meetings, referrals, conversion — make the motion measurable even when revenue is still early or zero.
Build 0→1 channel motions. Turn a cold market into a working partner or channel path under clear direction from Special Projects.
Bridge partnerships, sales, and ops. Make handoffs clean so nothing dies when you leave the room.
Own problems end-to-end within your markets. Gather signal, map the constraint, propose the next move, drive it to done.
Codify what works. When a market starts to click, write it down so it can scale beyond you.
High agency — you move toward execution, not away from it.
Energized by building from zero rather than rattled by it.
Comfortable traveling constantly and operating from the field.
Experienced in high-pace environments — typically ~2–3 years in startups, GTM, BD, partnerships, ops, or equivalent, with real ownership already under your belt. Years at a startup are not the same as years elsewhere; we care about what you owned, not how senior your last title looked.
You want serious ownership and career capital — not a Head title on day one, not a desk job, not a hand-holding Associate seat.
2–3 years in partnerships, business development, GTM, new markets, field sales, operations, or a high-intensity startup role, with demonstrated ownership (startup experience weighted heavily)
Evidence you can own messy work end-to-end
Strong written and verbal communication
Ability to operate autonomously and context-switch rapidly
Track record of delivering under pressure with high standards
Based in San Francisco or willing to relocate immediately
Able and willing to travel heavily on a regular basis
Experience in insurance, fintech, or regulated industries
Prior work with founders or small teams
Familiarity with AI/automation tools and workflows
Prior startup or 0→1 experience
Salary: $125,000 - $150,000 + performance bonuses & equity
Location: San Francisco, in-office
Health, dental, and vision insurance
Commuter benefits
Team meals and snacks
Lead screen — initial fit and alignment
Partnerships screen — how you think about opening a market from zero
On-site day — Meet the team, work through real scenarios
Send your resume and tell us about something you built or own from early/incomplete - what was unproven, what you did, and what moved. If you're okay with heavy travel, no inherent pipelines, and real ownership, apply!
","descriptionPlain":"THE PROBLEM\n\n\n\nHarper is an AI-native commercial insurance company in San Francisco. We're not bolting AI onto insurance — we're rebuilding the entire business as software, on a simple bet: turning expert human judgment into compute is one of the largest transitions left to make, and a trillion-dollar industry still run 90% by hand is the place to prove it. We've grown ~100x in the last year and we move at that speed — on-site, in person, long days, very high standards. Almost no one joins Harper for insurance; they join to build the company that replaces how it works.\n\n\n\n\nTHE ROLE\n\n\n\nThis role reports into Head of Partnerships and owns opening new markets and partner channels from zero. The partnerships motion already exists in early form — the job is not to invent company strategy from scratch. It's to take unproven markets and channels, get in the field, build the relationships, and turn first signal into a real motion. Early does not mean there is revenue yet. Early means the play is being built, and you are the person building it on the ground.\n\n\n\nThere is no inherent pipeline waiting for you. That's not a warning — it's the design. You will not inherit a book of partners or a warmed-up funnel. You report into someone who already set the direction; your job is to execute in market, run a clear distribution scoreboard, and make progress visible week to week. What you do here meaningfully moves whether a new market becomes real — or stays a thesis.\n\n\n\n\nWHAT YOU’LL DO\n\n\n\n - Open new markets and partner channels from zero. First meetings, first relationships, first referrals — before there is money to point at.\n\n - Travel is a core part of this job, not an occasional add-on. You will be on the road regularly; San Francisco is home base.\n\n - Run the distribution scoreboard. Outreach, meetings, referrals, conversion — make the motion measurable even when revenue is still early or zero.\n\n - Build 0→1 channel motions. Turn a cold market into a working partner or channel path under clear direction from Special Projects.\n\n - Bridge partnerships, sales, and ops. Make handoffs clean so nothing dies when you leave the room.\n\n - Own problems end-to-end within your markets. Gather signal, map the constraint, propose the next move, drive it to done.\n\n - Codify what works. When a market starts to click, write it down so it can scale beyond you.\n\n\n\n\nYOU MIGHT BE A FIT IF…\n\n\n\n - High agency — you move toward execution, not away from it.\n\n - Energized by building from zero rather than rattled by it.\n\n - Comfortable traveling constantly and operating from the field.\n\n - Experienced in high-pace environments — typically ~2–3 years in startups, GTM, BD, partnerships, ops, or equivalent, with real ownership already under your belt. Years at a startup are not the same as years elsewhere; we care about what you owned, not how senior your last title looked.\n\n - You want serious ownership and career capital — not a Head title on day one, not a desk job, not a hand-holding Associate seat.\n\n\n\n\nREQUIREMENTS\n\n\n\n - 2–3 years in partnerships, business development, GTM, new markets, field sales, operations, or a high-intensity startup role, with demonstrated ownership (startup experience weighted heavily)\n\n - Evidence you can own messy work end-to-end\n\n - Strong written and verbal communication\n\n - Ability to operate autonomously and context-switch rapidly\n\n - Track record of delivering under pressure with high standards\n\n - Based in San Francisco or willing to relocate immediately\n\n - Able and willing to travel heavily on a regular basis\n\n\n\n\nNICE TO HAVE\n\n\n\n - Experience in insurance, fintech, or regulated industries\n\n - Prior work with founders or small teams\n\n - Familiarity with AI/automation tools and workflows\n\n - Prior startup or 0→1 experience\n\n\n\n\nCOMPENSATION\n\n\n\n - Salary: $125,000 - $150,000 + performance bonuses & equity\n\n - Location: San Francisco, in-office\n\n\n\n\nBENEFITS\n\n\n\n - Health, dental, and vision insurance\n\n - Commuter benefits\n\n - Team meals and snacks\n\n\n\n\nTHE PROCESS\n\n\n\n 1. Lead screen — initial fit and alignment\n\n 2. Partnerships screen — how you think about opening a market from zero\n\n 3. On-site day — Meet the team, work through real scenarios\n\n\n\n\nTO APPLY\n\n\n\nSend your resume and tell us about something you built or own from early/incomplete - what was unproven, what you did, and what moved. If you're okay with heavy travel, no inherent pipelines, and real ownership, apply!"},{"id":"5636cdca-5001-4de9-b455-baeb85e4bb1e","title":"Carrier Partnerships Lead","department":"Operations","team":"Operations","employmentType":"FullTime","location":"San Francisco","secondaryLocations":[],"publishedAt":"2026-09-24T18:18:17.593+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"California","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/harperinsure/5636cdca-5001-4de9-b455-baeb85e4bb1e","applyUrl":"https://jobs.ashbyhq.com/harperinsure/5636cdca-5001-4de9-b455-baeb85e4bb1e/application","descriptionHtml":"Harper is an AI-native commercial insurance company in San Francisco. We're not bolting AI onto insurance — we're rebuilding the entire business as software, on a simple bet: turning expert human judgment into compute is one of the largest transitions left to make, and a trillion-dollar industry still run 90% by hand is the place to prove it. We've grown ~100x in the last year and we move at that speed — on-site, in person, long days, very high standards. Almost no one joins Harper for insurance; they join to build the company that replaces how it works.
One appointment can open an industry. One weak escalation path can leave hundreds of accounts stuck behind the same underwriting desk. Harper's AI is generating more qualified demand than most brokerages see in a decade, and demand only matters if there are carriers, wholesalers, MGAs, and programs willing and able to take it. You own those relationships at the portfolio level: access, appointments, capacity, economics, senior relationships, and the escalation channels that get a stuck account moving.
This is a relationship job, done on foot. You are the face of Harper to each carrier, and you stomp the ground with them day in and day out. You send carriers their urgency list — what we need quoted this week, what's stuck, what's about to be lost. You track outstanding binds and upcoming renewals across every market and make sure the carrier sees them before they become a problem. You know who controls appetite, capacity, and operations at each partner, and they know you. What you do not do is place accounts: the licensed account team selects the market, negotiates terms, and makes the recommendation on each one. You build the doors they walk through and the phone number they call when a door sticks.
Why now: Harper is expanding its insurance reach across offices and lines, and the constraint is shifting from demand to market access. Carrier trust, appointments, and capacity get more important as the machine gets better at producing submissions, not less.
Build and keep the market map. Know Harper's carriers, wholesalers, MGAs, programs, appointments, constraints, and real production path by line, class, and state — and keep relationship history, agreements, appetite changes, contacts, and commitments current.
Open the right doors. Win appointments, preferred access, new programs, and senior relationships where Harper has credible demand, and take each effort to a real decision instead of leaving it open.
Be the face of Harper to each carrier. Own the relationship with the people who control appetite, capacity, operations, and distribution strategy. Show up, in person and on the phone, until they think of Harper first.
Run the urgency list. Send each carrier what needs attention now — pending quotes, outstanding binds, upcoming renewals, stuck submissions — and track it until it's cleared.
Turn demand into a carrier case. Show carriers the volume, risk mix, submission quality, conversion, and operating capability that justify deeper access, then negotiate the commissions, fees, service expectations, data exchange, and escalation paths Harper can support.
Manage portfolio performance. Track what Harper sends, what markets quote, what binds, where service breaks, and which relationships deserve more investment. Carrier reviews tie relationship effort to sent, quoted, bound, response, and service outcomes.
Create clean escalation paths. Make sure account-level teams know exactly who to call and how to move a stuck issue, without taking over their ownership of the account.
You've built carrier, wholesaler, MGA, or distribution partnerships in commercial insurance, and you've personally opened and developed senior insurance relationships.
You know how appointments, programs, commissions, capacity, and distribution economics actually work.
You understand the difference between a signed agreement and a relationship that produces, and you measure yourself on the second.
You can turn operating data into a credible carrier-development case and negotiate from it.
You're commercially aggressive without making promises the operation can't keep.
You treat AI as leverage — it builds the urgency list, pulls the production data, and preps the carrier review — and you spend the time it saves in front of the carrier.
You can work closely with account teams, underwriters, and market partners while keeping portfolio relationship ownership clearly yours.
This job is on-site in San Francisco, Monday through Friday, long days, with travel to carriers, wholesalers, and industry events when the relationship calls for it. Much of the week is unglamorous: chasing an outstanding bind, re-sending an urgency list, tracking a renewal nobody else is watching, and doing it again tomorrow with a different carrier. Relationships here are built on showing up consistently and producing, not on dinners. You will have a production scoreboard, and it will be visible.
If you want to be a relationship manager without a scoreboard, if you measure success by meetings, logos, or signed agreements that don't change placement outcomes, if you want to own individual account negotiation instead of the carrier portfolio, or if you expect the underwriting or brokerage teams to maintain your relationship records for you, this seat will frustrate you. This is not a consumer acquisition or demand-generation role, and it does not come with a remote or hybrid default. If the intensity reads as a cost you'd rather avoid, this isn't the seat. If it reads as the point, keep going.
Salary: 150,000–220,000 base, plus variable tied to carrier outcomes, plus equity.
Equity: Yes.
Location: On-site, San Francisco. Based there or willing to relocate.
Schedule: Monday–Friday, long days. Exact coverage window is set by office.
Health, dental, and vision insurance
Meals provided — breakfast, lunch, and dinner
Snacks, drinks, and coffee stocked daily
Commuter benefits
Free gym membership
Team call — 30 minutes on Zoom. You meet the team, we meet you.
Office session — about two hours in person. You meet more of the team and work a real problem with us.
Super day — how you actually operate, in real time. We decide after this.
The process moves as fast as you do.
Send your resume and one carrier-partnership case: a carrier, wholesaler, or program relationship you personally opened or changed, the commercial reason it mattered, what you negotiated, and the production result.
","descriptionPlain":"CARRIER PARTNERSHIPS LEAD\n\n\n\nHarper is an AI-native commercial insurance company in San Francisco. We're not bolting AI onto insurance — we're rebuilding the entire business as software, on a simple bet: turning expert human judgment into compute is one of the largest transitions left to make, and a trillion-dollar industry still run 90% by hand is the place to prove it. We've grown ~100x in the last year and we move at that speed — on-site, in person, long days, very high standards. Almost no one joins Harper for insurance; they join to build the company that replaces how it works.\n\n\n\n\n\n\nTHE ROLE\n\n\n\nOne appointment can open an industry. One weak escalation path can leave hundreds of accounts stuck behind the same underwriting desk. Harper's AI is generating more qualified demand than most brokerages see in a decade, and demand only matters if there are carriers, wholesalers, MGAs, and programs willing and able to take it. You own those relationships at the portfolio level: access, appointments, capacity, economics, senior relationships, and the escalation channels that get a stuck account moving.\n\n\n\nThis is a relationship job, done on foot. You are the face of Harper to each carrier, and you stomp the ground with them day in and day out. You send carriers their urgency list — what we need quoted this week, what's stuck, what's about to be lost. You track outstanding binds and upcoming renewals across every market and make sure the carrier sees them before they become a problem. You know who controls appetite, capacity, and operations at each partner, and they know you. What you do not do is place accounts: the licensed account team selects the market, negotiates terms, and makes the recommendation on each one. You build the doors they walk through and the phone number they call when a door sticks.\n\n\n\nWhy now: Harper is expanding its insurance reach across offices and lines, and the constraint is shifting from demand to market access. Carrier trust, appointments, and capacity get more important as the machine gets better at producing submissions, not less.\n\n\n\n\n\n\nWHAT YOU'LL DO\n\n\n\n - Build and keep the market map. Know Harper's carriers, wholesalers, MGAs, programs, appointments, constraints, and real production path by line, class, and state — and keep relationship history, agreements, appetite changes, contacts, and commitments current.\n\n - Open the right doors. Win appointments, preferred access, new programs, and senior relationships where Harper has credible demand, and take each effort to a real decision instead of leaving it open.\n\n - Be the face of Harper to each carrier. Own the relationship with the people who control appetite, capacity, operations, and distribution strategy. Show up, in person and on the phone, until they think of Harper first.\n\n - Run the urgency list. Send each carrier what needs attention now — pending quotes, outstanding binds, upcoming renewals, stuck submissions — and track it until it's cleared.\n\n - Turn demand into a carrier case. Show carriers the volume, risk mix, submission quality, conversion, and operating capability that justify deeper access, then negotiate the commissions, fees, service expectations, data exchange, and escalation paths Harper can support.\n\n - Manage portfolio performance. Track what Harper sends, what markets quote, what binds, where service breaks, and which relationships deserve more investment. Carrier reviews tie relationship effort to sent, quoted, bound, response, and service outcomes.\n\n - Create clean escalation paths. Make sure account-level teams know exactly who to call and how to move a stuck issue, without taking over their ownership of the account.\n\n\n\n\n\n\nWHO YOU ARE\n\n\n\n - You've built carrier, wholesaler, MGA, or distribution partnerships in commercial insurance, and you've personally opened and developed senior insurance relationships.\n\n - You know how appointments, programs, commissions, capacity, and distribution economics actually work.\n\n - You understand the difference between a signed agreement and a relationship that produces, and you measure yourself on the second.\n\n - You can turn operating data into a credible carrier-development case and negotiate from it.\n\n - You're commercially aggressive without making promises the operation can't keep.\n\n - You treat AI as leverage — it builds the urgency list, pulls the production data, and preps the carrier review — and you spend the time it saves in front of the carrier.\n\n - You can work closely with account teams, underwriters, and market partners while keeping portfolio relationship ownership clearly yours.\n\n\n\n\n\n\nTHE REALITY — READ THIS BEFORE YOU APPLY\n\n\n\nThis job is on-site in San Francisco, Monday through Friday, long days, with travel to carriers, wholesalers, and industry events when the relationship calls for it. Much of the week is unglamorous: chasing an outstanding bind, re-sending an urgency list, tracking a renewal nobody else is watching, and doing it again tomorrow with a different carrier. Relationships here are built on showing up consistently and producing, not on dinners. You will have a production scoreboard, and it will be visible.\n\n\n\nIf you want to be a relationship manager without a scoreboard, if you measure success by meetings, logos, or signed agreements that don't change placement outcomes, if you want to own individual account negotiation instead of the carrier portfolio, or if you expect the underwriting or brokerage teams to maintain your relationship records for you, this seat will frustrate you. This is not a consumer acquisition or demand-generation role, and it does not come with a remote or hybrid default. If the intensity reads as a cost you'd rather avoid, this isn't the seat. If it reads as the point, keep going.\n\n\n\n\n\n\nCOMPENSATION & LOGISTICS\n\n\n\n - Salary: 150,000–220,000 base, plus variable tied to carrier outcomes, plus equity.\n\n - Equity: Yes.\n\n - Location: On-site, San Francisco. Based there or willing to relocate.\n\n - Schedule: Monday–Friday, long days. Exact coverage window is set by office.\n\n\n\n\n\n\nBENEFITS\n\n\n\n - Health, dental, and vision insurance\n\n - Meals provided — breakfast, lunch, and dinner\n\n - Snacks, drinks, and coffee stocked daily\n\n - Commuter benefits\n\n - Free gym membership\n\n\n\n\n\n\nPROCESS\n\n\n\n 1. Team call — 30 minutes on Zoom. You meet the team, we meet you.\n\n 2. Office session — about two hours in person. You meet more of the team and work a real problem with us.\n\n 3. Super day — how you actually operate, in real time. We decide after this.\n\nThe process moves as fast as you do.\n\n\n\n\n\n\nTO APPLY\n\n\n\nSend your resume and one carrier-partnership case: a carrier, wholesaler, or program relationship you personally opened or changed, the commercial reason it mattered, what you negotiated, and the production result."},{"id":"81cdb8e5-7be0-4eae-ac26-46fcdc7fd235","title":"Customer Service Representative","department":"Operations","team":"Operations","employmentType":"FullTime","location":"San Francisco","secondaryLocations":[],"publishedAt":"2026-09-23T05:37:37.591+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"California","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/harperinsure/81cdb8e5-7be0-4eae-ac26-46fcdc7fd235","applyUrl":"https://jobs.ashbyhq.com/harperinsure/81cdb8e5-7be0-4eae-ac26-46fcdc7fd235/application","descriptionHtml":"Harper is an AI-native commercial insurance company in San Francisco. We're not bolting AI onto insurance — we're rebuilding the entire business as software, on a simple bet: turning expert human judgment into compute is one of the largest transitions left to make, and a trillion-dollar industry still run 90% by hand is the place to prove it. We've grown ~100x in the last year and we move at that speed — on-site, in person, long days, very high standards. Almost no one joins Harper for insurance; they join to build the company that replaces how it works.
A contractor needs a certificate before they can walk onto a job site. A payment failed. A customer thinks a policy change is already done when it is not. You pick up the call, establish what is actually true, and keep ownership visible until the request is complete. Small-business owners are used to a broker who never calls back. You are the reason ours do.
Harper is building service around a simple promise: the customer can always see what is true and who owns the next action. AI surfaces the account, preps the routine work, and drafts the follow-up. What is left is judgment on the phone — hearing the difference between confused and genuinely upset, catching the thing the customer did not say, knowing exactly who to pull in when the problem is bigger than the call — and the follow-through that closes the loop. That part is you.
You do not need an insurance background to start. We teach the systems, the playbooks, and the vocabulary. Quoting and coverage advice belong to licensed teammates, so you will never be asked to advise on a policy. Everything else, you carry as far as it goes. There are real paths from this seat into licensed service, sales, and operations.
Answer inbound calls with judgment. Pull up the account, understand the real request, and explain the next step in plain language. Tell the customer who owns the next action and when they will hear back, then keep that promise.
Take the outbound list to zero. Payments, documents, renewals, at-risk cancellations, and open service requests. Standard follow-ups get three attempts across three days; a payment issue gets up to seven touches by phone, text, and email. You stop when it is solved, not when it is hard.
Carry the issue forward. Complete the work you are authorized to do, and when a licensed or specialized teammate has to step in, hand off the request, the urgency, and the work already done so nobody restarts the conversation.
Recognize urgency. Hear the difference between a routine request and a problem that could interrupt coverage, operations, or a customer's ability to work, and escalate it before it does.
Keep the record clean. Clear notes, current status, named owner, next action, and the promised update point on every open request. The next teammate picks up mid-story and the customer never repeats themselves.
Protect the advice boundary. Coverage and quoting questions go to a licensed owner. You never guess.
Improve the service system. Flag repeat contacts, confusing communications, and broken handoffs so Harper fixes the cause instead of the symptom.
You have worked in a call center, dispatch, collections, front desk, customer service, or another high-volume phone environment.
You are clear, patient, and direct with people who may be confused or frustrated, and you can turn a rough call around.
You can manage a call, a record, and a next-action list at the same time — you talk and type simultaneously, and you can work a list of 80 calls without losing your place.
You are dependable and punctual, and you take that seriously.
You know when to solve, when to escalate, and when not to improvise. You would rather ask than guess.
You treat AI as leverage — it finds the account and preps the routine work so you can spend the call on the customer — and you have opinions about where it helps and where it gets in the way.
You learn systems and insurance vocabulary quickly. Spanish fluency is valuable.
This job is the phone. On-site in Atlanta or San Francisco, Monday through Friday, in the building with the team. Two shifts cover the day — an early one for East Coast customers and a later one through the West Coast close — and you are assigned to one based on business need. Overtime is available and the volume is real: back-to-back inbound calls and long outbound lists, all shift, with an empty list at the end of it as the whole game.
This is not a low-volume relationship-management role, and it is not the seat for someone who thinks a transfer counts as resolving the problem, who avoids outbound follow-up or difficult conversations, who needs a remote or hybrid default, or who is comfortable giving an answer they are not sure is right. It is for someone who likes talking to people all day and ends it energized, who is bothered by an open item until it is closed, and who wants a first seat at an AI-native company that is actually shipping. If the intensity reads as a cost you'd rather avoid, this isn't the seat. If it reads as the point, keep going.
Salary: 23–26/hour, full-time, non-exempt, overtime eligible.
Equity: Yes.
Location: On-site, Atlanta or San Francisco. Based there or willing to relocate.
Schedule: Monday–Friday, in-office. Early shift (East Coast coverage) or late shift (West Coast coverage), assigned based on business need. Overtime available.
Health, dental, and vision insurance
Meals provided — breakfast, lunch, and dinner
Snacks, drinks, and coffee stocked daily
Commuter benefits
Free gym membership
Team call — 30 minutes on Zoom. You meet the team, we meet you.
Office session — about two hours in person. You meet more of the team and work a real problem with us.
Super day — how you actually operate, in real time. We decide after this.
The process moves as fast as you do.
Send your resume and tell us about the busiest customer-service environment where you worked — the kind of requests you handled, how you kept follow-through clean, and one time you recognized that a routine call was more urgent than it first sounded.
","descriptionPlain":"CUSTOMER SERVICE REPRESENTATIVE\n\n\n\nHarper is an AI-native commercial insurance company in San Francisco. We're not bolting AI onto insurance — we're rebuilding the entire business as software, on a simple bet: turning expert human judgment into compute is one of the largest transitions left to make, and a trillion-dollar industry still run 90% by hand is the place to prove it. We've grown ~100x in the last year and we move at that speed — on-site, in person, long days, very high standards. Almost no one joins Harper for insurance; they join to build the company that replaces how it works.\n\n\n\n\n\n\nTHE ROLE\n\n\n\nA contractor needs a certificate before they can walk onto a job site. A payment failed. A customer thinks a policy change is already done when it is not. You pick up the call, establish what is actually true, and keep ownership visible until the request is complete. Small-business owners are used to a broker who never calls back. You are the reason ours do.\n\n\n\nHarper is building service around a simple promise: the customer can always see what is true and who owns the next action. AI surfaces the account, preps the routine work, and drafts the follow-up. What is left is judgment on the phone — hearing the difference between confused and genuinely upset, catching the thing the customer did not say, knowing exactly who to pull in when the problem is bigger than the call — and the follow-through that closes the loop. That part is you.\n\n\n\nYou do not need an insurance background to start. We teach the systems, the playbooks, and the vocabulary. Quoting and coverage advice belong to licensed teammates, so you will never be asked to advise on a policy. Everything else, you carry as far as it goes. There are real paths from this seat into licensed service, sales, and operations.\n\n\n\n\n\n\nWHAT YOU'LL DO\n\n\n\n - Answer inbound calls with judgment. Pull up the account, understand the real request, and explain the next step in plain language. Tell the customer who owns the next action and when they will hear back, then keep that promise.\n\n - Take the outbound list to zero. Payments, documents, renewals, at-risk cancellations, and open service requests. Standard follow-ups get three attempts across three days; a payment issue gets up to seven touches by phone, text, and email. You stop when it is solved, not when it is hard.\n\n - Carry the issue forward. Complete the work you are authorized to do, and when a licensed or specialized teammate has to step in, hand off the request, the urgency, and the work already done so nobody restarts the conversation.\n\n - Recognize urgency. Hear the difference between a routine request and a problem that could interrupt coverage, operations, or a customer's ability to work, and escalate it before it does.\n\n - Keep the record clean. Clear notes, current status, named owner, next action, and the promised update point on every open request. The next teammate picks up mid-story and the customer never repeats themselves.\n\n - Protect the advice boundary. Coverage and quoting questions go to a licensed owner. You never guess.\n\n - Improve the service system. Flag repeat contacts, confusing communications, and broken handoffs so Harper fixes the cause instead of the symptom.\n\n\n\n\n\n\nWHO YOU ARE\n\n\n\n - You have worked in a call center, dispatch, collections, front desk, customer service, or another high-volume phone environment.\n\n - You are clear, patient, and direct with people who may be confused or frustrated, and you can turn a rough call around.\n\n - You can manage a call, a record, and a next-action list at the same time — you talk and type simultaneously, and you can work a list of 80 calls without losing your place.\n\n - You are dependable and punctual, and you take that seriously.\n\n - You know when to solve, when to escalate, and when not to improvise. You would rather ask than guess.\n\n - You treat AI as leverage — it finds the account and preps the routine work so you can spend the call on the customer — and you have opinions about where it helps and where it gets in the way.\n\n - You learn systems and insurance vocabulary quickly. Spanish fluency is valuable.\n\n\n\n\n\n\nTHE REALITY — READ THIS BEFORE YOU APPLY\n\n\n\nThis job is the phone. On-site in Atlanta or San Francisco, Monday through Friday, in the building with the team. Two shifts cover the day — an early one for East Coast customers and a later one through the West Coast close — and you are assigned to one based on business need. Overtime is available and the volume is real: back-to-back inbound calls and long outbound lists, all shift, with an empty list at the end of it as the whole game.\n\n\n\nThis is not a low-volume relationship-management role, and it is not the seat for someone who thinks a transfer counts as resolving the problem, who avoids outbound follow-up or difficult conversations, who needs a remote or hybrid default, or who is comfortable giving an answer they are not sure is right. It is for someone who likes talking to people all day and ends it energized, who is bothered by an open item until it is closed, and who wants a first seat at an AI-native company that is actually shipping. If the intensity reads as a cost you'd rather avoid, this isn't the seat. If it reads as the point, keep going.\n\n\n\n\n\n\nCOMPENSATION & LOGISTICS\n\n\n\n - Salary: 23–26/hour, full-time, non-exempt, overtime eligible.\n\n - Equity: Yes.\n\n - Location: On-site, Atlanta or San Francisco. Based there or willing to relocate.\n\n - Schedule: Monday–Friday, in-office. Early shift (East Coast coverage) or late shift (West Coast coverage), assigned based on business need. Overtime available.\n\n\n\n\n\n\nBENEFITS\n\n\n\n - Health, dental, and vision insurance\n\n - Meals provided — breakfast, lunch, and dinner\n\n - Snacks, drinks, and coffee stocked daily\n\n - Commuter benefits\n\n - Free gym membership\n\n\n\n\n\n\nPROCESS\n\n\n\n 1. Team call — 30 minutes on Zoom. You meet the team, we meet you.\n\n 2. Office session — about two hours in person. You meet more of the team and work a real problem with us.\n\n 3. Super day — how you actually operate, in real time. We decide after this.\n\nThe process moves as fast as you do.\n\n\n\n\n\n\nTO APPLY\n\n\n\nSend your resume and tell us about the busiest customer-service environment where you worked — the kind of requests you handled, how you kept follow-through clean, and one time you recognized that a routine call was more urgent than it first sounded."},{"id":"3a362c7e-ca05-4b88-a90c-a3e9b8446b91","title":"Customer Service Operations Specialist","department":"Operations","team":"Operations","employmentType":"FullTime","location":"San Francisco","secondaryLocations":[{"location":"New York","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York City"}}}],"publishedAt":"2026-09-23T05:43:08.283+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"California","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/harperinsure/3a362c7e-ca05-4b88-a90c-a3e9b8446b91","applyUrl":"https://jobs.ashbyhq.com/harperinsure/3a362c7e-ca05-4b88-a90c-a3e9b8446b91/application","descriptionHtml":"36 million businesses in America need insurance—it's not optional. 77% are underinsured. 40% have no coverage at all. The distribution system failed them: too slow, too opaque, too confusing.
Over 90% of commercial insurance is still human-led. We're building the inverse: 90%+ AI-led, pushing toward the higher 90s. Not by patching legacy workflows—by building AI that makes humans more effective, improves the customer experience, and eliminates friction at every step.
We're adding ~1,000 customers per month. We've grown 100x since last year. We're looking to do even more this year—and that's why we're hiring.
The accounts that need an expert instead of a script—those are yours.
Commercial insurance gets complicated fast. A business opens a second location, wins a contract with insurance requirements it doesn't currently meet, adds a fleet, gets hit with a premium audit, grows out of the market it started in, or needs coverage that doesn't exist on a standard form. Those accounts don't need a queue. They need somebody with deep expertise and the latitude to act on it.
That's this team. You take the accounts that call for real judgment, you work them directly with the underwriters and wholesalers, and you stay on them until the customer has an answer. Then your expertise becomes the playbook the rest of the service organization runs on, which is how a small team serves a book growing this fast.
We're also building this tier now rather than handing you someone else's version of it. Harper's long-term plan puts service at the center of the company—expertise, retention and revenue all living in one organization—and the specialists we hire first will shape what that looks like.
You own our most complex accounts and the hardest customer situations. Premium audits and inspection recommendations that carry real deadlines. Renewals worth remarketing to get a business better terms. E&S and surplus lines placements, with the filings and binding packets that come with them. Premium finance arrangements and the paperwork behind them.
Coverage questions that need someone who can read a policy form and a contract and explain what's actually covered. And the accounts at risk of cancellation, where somebody's coverage is genuinely on the line and a customer needs a person who will solve it.
You own relationships too. Every underwriter and wholesaler we work with has a named owner on this team, and you'll be one of them. You're the person they pick up the phone for—and the person who can get a real answer for a customer because you've built that credibility over years.
You're the last stop inside service, which means nothing you pick up gets handed to somebody else to figure out. You have the latitude to make the call, and when something genuinely needs a founder's decision you bring it to them with your recommendation attached. Complex cases get answers in days here, not weeks.
Own the complex accounts end to end — The situations that need experience rather than a script; you keep them until the customer has a real answer
Work the markets on your customers' behalf — Partner with underwriters and wholesalers to place hard risks, remarket renewals for better terms, and find a home for businesses standard markets won't write
Guide customers through audits and inspections — Premium audits, payroll and sales verification, inspection recommendations with deadlines; make sure the final number and the required changes are right and understood
Handle E&S and surplus lines work — Eligibility, filings, surplus lines tax, binding packets, and the documentation that has to be correct the first time
Make coverage match the business — Businesses change constantly: new locations, vehicles, payroll, equipment, and contracts with new requirements; keep coverage, class codes and records current as they grow
Save accounts worth saving — Work payment, financing and cancellation situations with the customer and the finance company so coverage stays in force
Be the name your carriers know — Own specific underwriter and wholesaler relationships and build the kind of credibility that gets customers a better outcome
Level up the team around you — Turn what you know into playbooks, train the service team, and grow the tier-two group into people who can handle more every month
Make the system smarter — Work in our service workbench daily and tell Product and Engineering what to automate, so your expertise scales past your own calendar
You're the person colleagues bring the case nobody else can crack
You have real relationships with underwriters and wholesalers—and they take your call
You'd rather decide with the facts you have and document your reasoning than let an account sit for three weeks
You're tired of needing three approvals to do the obviously right thing
You can hold a case open for days without losing the thread, and keep twenty of them straight
You're curious about AI tools and want to tell engineers what to build, not wait for permission
You want to build this function, not inherit someone else's version of it
You know startup pace is a real adjustment from a traditional brokerage and you want it anyway
5+ years in commercial lines underwriting, account executive, wholesale brokerage, or carrier-side roles
Active property & casualty license—we handle non-resident and reciprocal licensing across all 50 states
Existing carrier and wholesaler relationships you can put to work
A track record owning complex commercial cases end to end, not just triaging them
Comfort with technology; you'll work in our service workbench daily and be expected to tell us where it falls short
Based in New York City or San Francisco, or willing to relocate; this role is in-office
Surplus lines license
E&S experience: surplus lines tax, filings, binding packets, DocuSign workflows
Premium finance depth: PFAs, reconciliation, finance-company defaults and cancellation reversals
Workers' comp and class-code expertise, including NCCI audit disputes
Wholesaler, MGA or carrier underwriting-desk background
Experience at an insurtech or tech-forward brokerage
Salary: $110,000–$150,000 + performance bonuses + equity
Location: San Francisco, Atlanta, or New York City, in-office
Schedule: Monday–Friday, 8 AM – 8 PM ET. The hours are long. The learning curve is steep. The people who thrive here wouldn't have it any other way.
Start date: Immediate
Health, dental, and vision insurance
Commuter benefits
Team meals and snacks
People screen — Initial fit and alignment
Founder screen — Insurance judgment, operating instinct, and culture fit
Super day — Work through real cases with the team and see how you operate
If you've spent years making the hard calls and watching them get second-guessed by people who couldn't make them, this is the seat where the decision is yours. Send your resume and tell us about the messiest commercial account you ever untangled—what was wrong, who you had to move, and how it ended.
","descriptionPlain":"THE PROBLEM\n\n\n\n36 million businesses in America need insurance—it's not optional. 77% are underinsured. 40% have no coverage at all. The distribution system failed them: too slow, too opaque, too confusing.\n\n\n\nOver 90% of commercial insurance is still human-led. We're building the inverse: 90%+ AI-led, pushing toward the higher 90s. Not by patching legacy workflows—by building AI that makes humans more effective, improves the customer experience, and eliminates friction at every step.\n\n\n\nWe're adding ~1,000 customers per month. We've grown 100x since last year. We're looking to do even more this year—and that's why we're hiring.\n\n\n\nThe accounts that need an expert instead of a script—those are yours.\n\n\n\n\nTHE THESIS\n\n\n\nCommercial insurance gets complicated fast. A business opens a second location, wins a contract with insurance requirements it doesn't currently meet, adds a fleet, gets hit with a premium audit, grows out of the market it started in, or needs coverage that doesn't exist on a standard form. Those accounts don't need a queue. They need somebody with deep expertise and the latitude to act on it.\n\n\n\nThat's this team. You take the accounts that call for real judgment, you work them directly with the underwriters and wholesalers, and you stay on them until the customer has an answer. Then your expertise becomes the playbook the rest of the service organization runs on, which is how a small team serves a book growing this fast.\n\n\n\nWe're also building this tier now rather than handing you someone else's version of it. Harper's long-term plan puts service at the center of the company—expertise, retention and revenue all living in one organization—and the specialists we hire first will shape what that looks like.\n\n\n\n\nTHE ROLE\n\n\n\nYou own our most complex accounts and the hardest customer situations. Premium audits and inspection recommendations that carry real deadlines. Renewals worth remarketing to get a business better terms. E&S and surplus lines placements, with the filings and binding packets that come with them. Premium finance arrangements and the paperwork behind them. \n\n\n\nCoverage questions that need someone who can read a policy form and a contract and explain what's actually covered. And the accounts at risk of cancellation, where somebody's coverage is genuinely on the line and a customer needs a person who will solve it.\n\n\n\nYou own relationships too. Every underwriter and wholesaler we work with has a named owner on this team, and you'll be one of them. You're the person they pick up the phone for—and the person who can get a real answer for a customer because you've built that credibility over years.\n\n\n\nYou're the last stop inside service, which means nothing you pick up gets handed to somebody else to figure out. You have the latitude to make the call, and when something genuinely needs a founder's decision you bring it to them with your recommendation attached. Complex cases get answers in days here, not weeks.\n\n\n\n\nWHAT YOU'LL DO\n\n\n\n - Own the complex accounts end to end — The situations that need experience rather than a script; you keep them until the customer has a real answer\n\n - Work the markets on your customers' behalf — Partner with underwriters and wholesalers to place hard risks, remarket renewals for better terms, and find a home for businesses standard markets won't write\n\n - Guide customers through audits and inspections — Premium audits, payroll and sales verification, inspection recommendations with deadlines; make sure the final number and the required changes are right and understood\n\n - Handle E&S and surplus lines work — Eligibility, filings, surplus lines tax, binding packets, and the documentation that has to be correct the first time\n\n - Make coverage match the business — Businesses change constantly: new locations, vehicles, payroll, equipment, and contracts with new requirements; keep coverage, class codes and records current as they grow\n\n - Save accounts worth saving — Work payment, financing and cancellation situations with the customer and the finance company so coverage stays in force\n\n - Be the name your carriers know — Own specific underwriter and wholesaler relationships and build the kind of credibility that gets customers a better outcome\n\n - Level up the team around you — Turn what you know into playbooks, train the service team, and grow the tier-two group into people who can handle more every month\n\n - Make the system smarter — Work in our service workbench daily and tell Product and Engineering what to automate, so your expertise scales past your own calendar\n\n\n\n\nYOU MIGHT BE A FIT IF...\n\n\n\n - You're the person colleagues bring the case nobody else can crack\n\n - You have real relationships with underwriters and wholesalers—and they take your call\n\n - You'd rather decide with the facts you have and document your reasoning than let an account sit for three weeks\n\n - You're tired of needing three approvals to do the obviously right thing\n\n - You can hold a case open for days without losing the thread, and keep twenty of them straight\n\n - You're curious about AI tools and want to tell engineers what to build, not wait for permission\n\n - You want to build this function, not inherit someone else's version of it\n\n - You know startup pace is a real adjustment from a traditional brokerage and you want it anyway\n\n\n\n\nREQUIREMENTS\n\n\n\n - 5+ years in commercial lines underwriting, account executive, wholesale brokerage, or carrier-side roles\n\n - Active property & casualty license—we handle non-resident and reciprocal licensing across all 50 states\n\n - Existing carrier and wholesaler relationships you can put to work\n\n - A track record owning complex commercial cases end to end, not just triaging them\n\n - Comfort with technology; you'll work in our service workbench daily and be expected to tell us where it falls short\n\n - Based in New York City or San Francisco, or willing to relocate; this role is in-office\n\n\n\n\nNICE TO HAVE\n\n\n\n - Surplus lines license\n\n - E&S experience: surplus lines tax, filings, binding packets, DocuSign workflows\n\n - Premium finance depth: PFAs, reconciliation, finance-company defaults and cancellation reversals\n\n - Workers' comp and class-code expertise, including NCCI audit disputes\n\n - Wholesaler, MGA or carrier underwriting-desk background\n\n - Experience at an insurtech or tech-forward brokerage\n\n\n\n\nCOMPENSATION\n\n\n\n - Salary: $110,000–$150,000 + performance bonuses + equity\n\n - Location: San Francisco, Atlanta, or New York City, in-office\n\n - Schedule: Monday–Friday, 8 AM – 8 PM ET. The hours are long. The learning curve is steep. The people who thrive here wouldn't have it any other way.\n\n - Start date: Immediate\n\n\n\n\nBENEFITS\n\n\n\n - Health, dental, and vision insurance\n\n - Commuter benefits\n\n - Team meals and snacks\n\n\n\n\nTHE PROCESS\n\n\n\n 1. People screen — Initial fit and alignment\n\n 2. Founder screen — Insurance judgment, operating instinct, and culture fit\n\n 3. Super day — Work through real cases with the team and see how you operate\n\n\n\n\nTO APPLY\n\n\n\nIf you've spent years making the hard calls and watching them get second-guessed by people who couldn't make them, this is the seat where the decision is yours. Send your resume and tell us about the messiest commercial account you ever untangled—what was wrong, who you had to move, and how it ended."},{"id":"4919f9ef-73ce-4f9d-ae70-0c6856635d88","title":"Account Executive, Service","department":"Growth","team":"Growth","employmentType":"FullTime","location":"San Francisco","secondaryLocations":[{"location":"New York","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York City"}}},{"location":"Atlanta","address":{"postalAddress":{"addressRegion":"Georgia","addressCountry":"United States","addressLocality":"Atlanta"}}}],"publishedAt":"2026-09-24T18:47:26.655+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"California","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/harperinsure/4919f9ef-73ce-4f9d-ae70-0c6856635d88","applyUrl":"https://jobs.ashbyhq.com/harperinsure/4919f9ef-73ce-4f9d-ae70-0c6856635d88/application","descriptionHtml":"Harper is an AI-native commercial insurance company in San Francisco. We're not bolting AI onto insurance — we're rebuilding the entire business as software, on a simple bet: turning expert human judgment into compute is one of the largest transitions left to make, and a trillion-dollar industry still run 90% by hand is the place to prove it. We've grown ~100x in the last year and we move at that speed — on-site, in person, long days, very high standards. Almost no one joins Harper for insurance; they join to build the company that replaces how it works.
Role in one line: Turn the gap between what a customer bought and what they now need into a clear recommendation and a closed change.
The policy is sold. Then the customer comes back with a certificate of insurance request, or a contract whose insurance requirements look very different from what was originally discussed. That moment is not a service ticket. It is a second commercial conversation, and you own it.
Harper's systems keep the account history, the bound policy, and the new request together. You read the documents, find the gap, lead the customer conversation, and close the right coverage.
Harper's growing policy book creates a commercial moment after the sale. Customers return mid-term with certificate requests and contract requirements that do not match the coverage they bought. That gap needs a dedicated sales motion, not a service queue.
Harper has four Account Executive lanes: New Business, Renewals, Partnerships, and Service. Service is not renewals, and it is not the recovery work inside New Business. It is a smaller team than the other lanes and more brokerage-heavy. You read policies, certificates, and contract insurance requirements, then own the customer decision.
Pick up the account after the sale. Take the customer who comes back with a certificate of insurance request or requirements that differ from what was originally discussed.
Read the source documents. Compare the bound policy, the certificate request, and the contract insurance requirements line by line.
Name the gap. Identify exactly what the requirement asks for that the current coverage does not provide.
Build the coverage plan. Decide with placement and insurance experts how to close the gap credibly.
Lead the customer conversation. Explain the requirement, the current coverage, the options, the price, and the deadline in plain language.
Close the change. Ask for the business, collect the required decision and completion items, and keep ownership through bind.
Protect accuracy. Work within your license and authority. Never let a certificate or a promise overstate what the policy covers.
Record the outcome. Capture what the customer needed, why the gap appeared, and whether they bought, waited, or left.
Accounts that come back with a certificate request or new requirement have a verified comparison against the bound policy and a next customer action.
Recommendations make the current coverage, the requirement, the gap, the option, and the deadline clear.
Bound changes move forward with the accepted option and completion steps recorded.
Accounts that do not buy preserve the customer's stated reason, or an honest unknown when the reason is not available.
Mid-term conversion, retention, and booked revenue improve without selling coverage the requirement does not call for.
You have worked in commercial insurance brokerage or account management and can read a policy, a certificate of insurance, and a contract's insurance requirements.
You can tell a customer who thought they were covered that their requirement asks for more, and keep their trust.
You treat an existing customer's request as the start of a commercial conversation.
You use the policy, the certificate, and the contract instead of relying on one status.
You can earn and maintain the required commercial insurance licenses.
You are based in New York or San Francisco, or ready to relocate.
You want the highest quota and the most variable pay on the sales team.
You treat a certificate request as a service ticket.
You would rather issue a certificate than tell a customer their coverage falls short.
You avoid direct closing conversations.
You need a remote or hybrid default.
Salary: $150,000 to $200,000 OTE, with the mix weighted toward base relative to New Business and Renewals. Top performers earn more.
Equity: Yes.
Location: On-site, New York, Atlanta, or San Francisco. Based here or willing to relocate.
Schedule: Monday to Friday, roughly 8 a.m. to 7 p.m. or 8 p.m., in-office 5 days a week.
Licensing: Commercial insurance producer license required within ~30 days of start; Harper pays for training and licensing.
Harper offers health, dental, and vision insurance. Office-specific benefits are set by working location.
Send your resume and a short post-sale case. Explain the account, what the customer came back with, how the requirement differed from the bound coverage, how you handled the conversation, and the result.
The process has three steps: a 30-minute Zoom to meet the team, about two hours in the office to meet more people, and a super day, after which Harper decides. It moves as fast as you do.
","descriptionPlain":"\nACCOUNT EXECUTIVE, SERVICE\n\n\n\nHarper is an AI-native commercial insurance company in San Francisco. We're not bolting AI onto insurance — we're rebuilding the entire business as software, on a simple bet: turning expert human judgment into compute is one of the largest transitions left to make, and a trillion-dollar industry still run 90% by hand is the place to prove it. We've grown ~100x in the last year and we move at that speed — on-site, in person, long days, very high standards. Almost no one joins Harper for insurance; they join to build the company that replaces how it works.\n\n\n\nRole in one line: Turn the gap between what a customer bought and what they now need into a clear recommendation and a closed change.\n\n\n\nThe policy is sold. Then the customer comes back with a certificate of insurance request, or a contract whose insurance requirements look very different from what was originally discussed. That moment is not a service ticket. It is a second commercial conversation, and you own it.\n\n\n\nHarper's systems keep the account history, the bound policy, and the new request together. You read the documents, find the gap, lead the customer conversation, and close the right coverage.\n\n\n\n\n\n\nWHY NOW\n\n\n\nHarper's growing policy book creates a commercial moment after the sale. Customers return mid-term with certificate requests and contract requirements that do not match the coverage they bought. That gap needs a dedicated sales motion, not a service queue.\n\n\n\nHarper has four Account Executive lanes: New Business, Renewals, Partnerships, and Service. Service is not renewals, and it is not the recovery work inside New Business. It is a smaller team than the other lanes and more brokerage-heavy. You read policies, certificates, and contract insurance requirements, then own the customer decision.\n\n\n\n\n\n\nWHAT YOU OWN\n\n\n\n - Pick up the account after the sale. Take the customer who comes back with a certificate of insurance request or requirements that differ from what was originally discussed.\n\n - Read the source documents. Compare the bound policy, the certificate request, and the contract insurance requirements line by line.\n\n - Name the gap. Identify exactly what the requirement asks for that the current coverage does not provide.\n\n - Build the coverage plan. Decide with placement and insurance experts how to close the gap credibly.\n\n - Lead the customer conversation. Explain the requirement, the current coverage, the options, the price, and the deadline in plain language.\n\n - Close the change. Ask for the business, collect the required decision and completion items, and keep ownership through bind.\n\n - Protect accuracy. Work within your license and authority. Never let a certificate or a promise overstate what the policy covers.\n\n - Record the outcome. Capture what the customer needed, why the gap appeared, and whether they bought, waited, or left.\n\n \n\n\n\n\nTHE SERVICE OUTCOMES YOU OWN\n\n\n\n - Accounts that come back with a certificate request or new requirement have a verified comparison against the bound policy and a next customer action.\n\n - Recommendations make the current coverage, the requirement, the gap, the option, and the deadline clear.\n\n - Bound changes move forward with the accepted option and completion steps recorded.\n\n - Accounts that do not buy preserve the customer's stated reason, or an honest unknown when the reason is not available.\n\n - Mid-term conversion, retention, and booked revenue improve without selling coverage the requirement does not call for.\n\n \n\n\n\n\nWHO THRIVES HERE\n\n\n\n - You have worked in commercial insurance brokerage or account management and can read a policy, a certificate of insurance, and a contract's insurance requirements.\n\n - You can tell a customer who thought they were covered that their requirement asks for more, and keep their trust.\n\n - You treat an existing customer's request as the start of a commercial conversation.\n\n - You use the policy, the certificate, and the contract instead of relying on one status.\n\n - You can earn and maintain the required commercial insurance licenses.\n\n - You are based in New York or San Francisco, or ready to relocate.\n\n \n\n\n\n\nWHO SHOULD NOT APPLY\n\n\n\n - You want the highest quota and the most variable pay on the sales team.\n\n - You treat a certificate request as a service ticket.\n\n - You would rather issue a certificate than tell a customer their coverage falls short.\n\n - You avoid direct closing conversations.\n\n - You need a remote or hybrid default.\n\n \n\n\n\n\nCOMPENSATION & LOGISTICS\n\n\n\n - Salary: $150,000 to $200,000 OTE, with the mix weighted toward base relative to New Business and Renewals. Top performers earn more.\n\n - Equity: Yes.\n\n - Location: On-site, New York, Atlanta, or San Francisco. Based here or willing to relocate.\n\n - Schedule: Monday to Friday, roughly 8 a.m. to 7 p.m. or 8 p.m., in-office 5 days a week.\n\n - Licensing: Commercial insurance producer license required within ~30 days of start; Harper pays for training and licensing.\n\n\n\n\n\n\nBENEFITS\n\n\n\nHarper offers health, dental, and vision insurance. Office-specific benefits are set by working location.\n\n\n\n\n\n\nTO APPLY\n\n\n\nSend your resume and a short post-sale case. Explain the account, what the customer came back with, how the requirement differed from the bound coverage, how you handled the conversation, and the result.\n\n\n\nThe process has three steps: a 30-minute Zoom to meet the team, about two hours in the office to meet more people, and a super day, after which Harper decides. It moves as fast as you do."},{"id":"eb41a142-5615-44eb-93ad-7f7786bc2d1b","title":"Account Executive, Partnerships","department":"Growth","team":"Growth","employmentType":"FullTime","location":"San Francisco","secondaryLocations":[{"location":"New York","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York City"}}}],"publishedAt":"2026-09-24T00:14:56.054+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"California","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/harperinsure/eb41a142-5615-44eb-93ad-7f7786bc2d1b","applyUrl":"https://jobs.ashbyhq.com/harperinsure/eb41a142-5615-44eb-93ad-7f7786bc2d1b/application","descriptionHtml":"Harper is an AI-native commercial insurance company in San Francisco. We're not bolting AI onto insurance — we're rebuilding the entire business as software, on a simple bet: turning expert human judgment into compute is one of the largest transitions left to make, and a trillion-dollar industry still run 90% by hand is the place to prove it. We've grown ~100x in the last year and we move at that speed — on-site, in person, long days, very high standards. Almost no one joins Harper for insurance; they join to build the company that replaces how it works.
Role in one line: Turn partner and referral demand into closed insurance business while giving every partner a clear view of what happened to their customers.
A partner sends Harper a business owner because they trust Harper to handle the need well. You own the commercial path from that introduction through decision, and you protect the relationship by keeping the partner informed without compromising the customer.
Harper's systems organize referral context and keep the history intact. You turn that context into a real customer conversation, own the close, and show the partnership team what happened after the introduction.
Harper is building partner-sourced demand alongside direct new business. Partnership leads have a different origin, expectation, and feedback obligation from paid inbound demand. They need a dedicated sales motion, not a generic queue.
The Head of Partnerships owns which relationships Harper builds and how the portfolio grows. The Account Executive, Partnerships owns converting referred opportunities and returning useful account-level outcomes to that function.
Respond to referred customers quickly. Make the handoff feel continuous rather than forcing the customer to start over.
Understand the partner promise. Know what the partner told the customer and what Harper is expected to deliver.
Run the commercial process. Carry qualified opportunities through intake, quote, recommendation, objection handling, and close.
Protect customer consent and trust. Share only the status and information appropriate to the partner relationship.
Keep the partner informed. Return clear outcome, timing, blocker, and next-step information through the approved channel.
Find the repeatable play. Learn which partner segments, introductions, customer types, and handoffs produce durable value.
Work across functions. Coordinate with intake, placement, markets, service, and the partnership owner without losing one accountable sales owner.
Feed portfolio decisions. Give the Head of Partnerships real conversion, quality, and service evidence.
Referred customers receive a timely first touch and a clear commercial path without having to repeat their story.
Partners receive accurate updates that respect customer permission and match the real account state.
Wins and losses produce useful feedback about the customer, handoff, timing, and market fit.
The partnership team can see which relationships create durable revenue and which only create volume.
Partner-sourced conversion, booked revenue, response time, and partner retention improve without weakening customer trust.
You have closed referral, channel, partnership, franchise, marketplace, or relationship-sourced business.
You can serve two relationships at once without confusing whose interest you represent.
You communicate clearly with business owners and professional partners.
You are comfortable with high-volume phone work and visible conversion measurement.
You can earn and maintain the required commercial insurance licenses.
You are based in Atlanta or San Francisco, or ready to relocate.
You want to manage partnerships without carrying customer opportunities to a close.
You treat referred customers like anonymous inbound leads.
You over-share customer information to satisfy a partner.
You avoid follow-up, direct asks, or difficult outcome conversations.
You need a remote or hybrid default.
Salary: $150,000–$200,000 OTE. Top performers earn more.
Equity: Yes.
Location: San Francisco or New York, on-site.
Schedule: Monday–Friday, very early morning start, in-office 5 days a week.
Licensing: Commercial insurance producer license required within ~30 days of start; Harper pays for training and licensing.
Harper offers health, dental, and vision insurance. Office-specific benefits will be set by working location.
Send your resume and a short partnership-sales example. Explain how the opportunity reached you, how you managed the customer and partner expectations, and the commercial result.
","descriptionPlain":"\nACCOUNT EXECUTIVE, PARTNERSHIPS\n\n\n\nHarper is an AI-native commercial insurance company in San Francisco. We're not bolting AI onto insurance — we're rebuilding the entire business as software, on a simple bet: turning expert human judgment into compute is one of the largest transitions left to make, and a trillion-dollar industry still run 90% by hand is the place to prove it. We've grown ~100x in the last year and we move at that speed — on-site, in person, long days, very high standards. Almost no one joins Harper for insurance; they join to build the company that replaces how it works.\n\n\n\n\n\nRole in one line: Turn partner and referral demand into closed insurance business while giving every partner a clear view of what happened to their customers.\n\n\n\nA partner sends Harper a business owner because they trust Harper to handle the need well. You own the commercial path from that introduction through decision, and you protect the relationship by keeping the partner informed without compromising the customer.\n\n\n\nHarper's systems organize referral context and keep the history intact. You turn that context into a real customer conversation, own the close, and show the partnership team what happened after the introduction.\n\n\n\n\n\n\nWHY NOW\n\n\n\nHarper is building partner-sourced demand alongside direct new business. Partnership leads have a different origin, expectation, and feedback obligation from paid inbound demand. They need a dedicated sales motion, not a generic queue.\n\nThe Head of Partnerships owns which relationships Harper builds and how the portfolio grows. The Account Executive, Partnerships owns converting referred opportunities and returning useful account-level outcomes to that function.\n\n\n\n\n\n\nWHAT YOU OWN\n\n\n\n - Respond to referred customers quickly. Make the handoff feel continuous rather than forcing the customer to start over.\n\n - Understand the partner promise. Know what the partner told the customer and what Harper is expected to deliver.\n\n - Run the commercial process. Carry qualified opportunities through intake, quote, recommendation, objection handling, and close.\n\n - Protect customer consent and trust. Share only the status and information appropriate to the partner relationship.\n\n - Keep the partner informed. Return clear outcome, timing, blocker, and next-step information through the approved channel.\n\n - Find the repeatable play. Learn which partner segments, introductions, customer types, and handoffs produce durable value.\n\n - Work across functions. Coordinate with intake, placement, markets, service, and the partnership owner without losing one accountable sales owner.\n\n - Feed portfolio decisions. Give the Head of Partnerships real conversion, quality, and service evidence.\n\n\n\n\n\n\nTHE PARTNERSHIP OUTCOMES YOU OWN\n\n\n\n - Referred customers receive a timely first touch and a clear commercial path without having to repeat their story.\n\n - Partners receive accurate updates that respect customer permission and match the real account state.\n\n - Wins and losses produce useful feedback about the customer, handoff, timing, and market fit.\n\n - The partnership team can see which relationships create durable revenue and which only create volume.\n\n - Partner-sourced conversion, booked revenue, response time, and partner retention improve without weakening customer trust.\n\n\n\n\n\n\nWHO THRIVES HERE\n\n\n\n - You have closed referral, channel, partnership, franchise, marketplace, or relationship-sourced business.\n\n - You can serve two relationships at once without confusing whose interest you represent.\n\n - You communicate clearly with business owners and professional partners.\n\n - You are comfortable with high-volume phone work and visible conversion measurement.\n\n - You can earn and maintain the required commercial insurance licenses.\n\n - You are based in Atlanta or San Francisco, or ready to relocate.\n\n\n\n\n\n\nWHO SHOULD NOT APPLY\n\n\n\n - You want to manage partnerships without carrying customer opportunities to a close.\n\n - You treat referred customers like anonymous inbound leads.\n\n - You over-share customer information to satisfy a partner.\n\n - You avoid follow-up, direct asks, or difficult outcome conversations.\n\n - You need a remote or hybrid default.\n\n\n\n\n\n\nCOMPENSATION & LOGISTICS\n\n\n\n - Salary: $150,000–$200,000 OTE. Top performers earn more.\n\n - Equity: Yes.\n\n - Location: San Francisco or New York, on-site.\n\n - Schedule: Monday–Friday, very early morning start, in-office 5 days a week.\n\n - Licensing: Commercial insurance producer license required within ~30 days of start; Harper pays for training and licensing.\n\n\n\n\n\n\nBENEFITS\n\n\n\nHarper offers health, dental, and vision insurance. Office-specific benefits will be set by working location.\n\n\n\n\n\n\n\nHOW TO APPLY\n\n\n\nSend your resume and a short partnership-sales example. Explain how the opportunity reached you, how you managed the customer and partner expectations, and the commercial result."},{"id":"9a109415-7062-403a-8c44-a535edd8489f","title":"Account Executive, Renewals","department":"Growth","team":"Growth","employmentType":"FullTime","location":"San Francisco","secondaryLocations":[{"location":"New York","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York City"}}},{"location":"Atlanta","address":{"postalAddress":{"addressRegion":"Georgia","addressCountry":"United States","addressLocality":"Atlanta"}}}],"publishedAt":"2026-09-24T00:19:46.442+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"California","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/harperinsure/9a109415-7062-403a-8c44-a535edd8489f","applyUrl":"https://jobs.ashbyhq.com/harperinsure/9a109415-7062-403a-8c44-a535edd8489f/application","descriptionHtml":"Harper is an AI-native commercial insurance company in San Francisco. We're not bolting AI onto insurance — we're rebuilding the entire business as software, on a simple bet: turning expert human judgment into compute is one of the largest transitions left to make, and a trillion-dollar industry still run 90% by hand is the place to prove it. We've grown ~100x in the last year and we move at that speed — on-site, in person, long days, very high standards. Almost no one joins Harper for insurance; they join to build the company that replaces how it works.
Keep good Harper customers by starting early, explaining the renewal clearly, and carrying each policy to a confident decision.
A renewal is not a reminder email. The customer's business may have changed, the market may have moved, and a successor policy must be earned before the current term expires. You own that commercial conversation.
Harper's systems surface expiring policies, prior terms, changed exposures, and the next action. You verify the account, lead the customer conversation, and earn the next term.
Harper's growing policy book creates a recurring sales responsibility separate from new business and service. Service handles post-bind requests. You own the commercial decision for the next term, including updated needs, remarketing when required, and the final renewal close.
Start early. Work the renewal book from a clear expiration-based clock rather than waiting for a carrier reminder or customer escalation.
Re-understand the business. Confirm material changes in operations, payroll, revenue, locations, vehicles, contracts, and coverage needs.
Build the renewal plan. Decide with placement and insurance experts whether to renew in place, remarket, change structure, or add coverage.
Lead the customer conversation. Explain the options, changes, price, conditions, and deadline in plain language.
Close the next term. Ask for the business, collect the required decision and completion items, and keep ownership through bind.
Protect the account. Catch service issues, poor prior experience, or unresolved obligations that could undermine the renewal.
Record the outcome. Capture why the customer renewed, changed, waited, or left.
Identify expansion. Surface genuine new coverage needs without turning routine service changes into sales.
Assigned policies have a verified expiration date, renewal plan, and next customer action early enough to act.
Recommendations make the current term, successor option, material changes, unresolved conditions, and deadline clear.
Bound renewals move forward with the accepted option and completion steps recorded.
Lost renewals preserve the customer's stated reason, or an honest unknown when the reason is not available.
Renewal conversion, retention, total booked revenue, and time to decision improve without hiding lapsed or replaced terms.
You have closed renewals, account expansions, or recurring commercial relationships.
You can manage a large book with different clocks and levels of complexity.
You build trust quickly and can deliver a difficult price or coverage conversation directly.
You know when an account needs re-marketing rather than another follow-up.
You use account history and source documents instead of relying on one status.
You can earn and maintain the required commercial insurance licenses.
You are based in Atlanta or San Francisco, or ready to relocate.
You treat renewals as customer service reminders.
You wait for the customer or carrier to create urgency.
You avoid direct closing conversations.
You infer renewal success from a cancellation or stage field.
You need a remote or hybrid default.
Salary: $150,000–$200,000 OTE. Top performers earn more.
Equity: Yes.
Location: On-site, San Francisco, New York, or Atlanta. Based here or willing to relocate.
Schedule: Monday–Friday, very early morning start, in-office 5 days a week.
Licensing: Commercial insurance producer license required within ~30 days of start; Harper pays for training and licensing.
Harper offers health, dental, and vision insurance. Office-specific benefits are set by working location.
Send your resume and a short renewal case. Explain the account, what changed, how you built the recommendation, the customer conversation, and the retention or revenue result.
","descriptionPlain":"\nACCOUNT EXECUTIVE, RENEWALS\n\n\n\nHarper is an AI-native commercial insurance company in San Francisco. We're not bolting AI onto insurance — we're rebuilding the entire business as software, on a simple bet: turning expert human judgment into compute is one of the largest transitions left to make, and a trillion-dollar industry still run 90% by hand is the place to prove it. We've grown ~100x in the last year and we move at that speed — on-site, in person, long days, very high standards. Almost no one joins Harper for insurance; they join to build the company that replaces how it works.\n\n\n\n\n\n\nTHE ROLE\n\n\n\nKeep good Harper customers by starting early, explaining the renewal clearly, and carrying each policy to a confident decision.\n\n\n\nA renewal is not a reminder email. The customer's business may have changed, the market may have moved, and a successor policy must be earned before the current term expires. You own that commercial conversation.\n\n\n\nHarper's systems surface expiring policies, prior terms, changed exposures, and the next action. You verify the account, lead the customer conversation, and earn the next term.\n\n\n\n\n\n\nWHY NOW\n\n\n\nHarper's growing policy book creates a recurring sales responsibility separate from new business and service. Service handles post-bind requests. You own the commercial decision for the next term, including updated needs, remarketing when required, and the final renewal close.\n\n\n\n\n\n\nWHAT YOU OWN\n\n\n\n - Start early. Work the renewal book from a clear expiration-based clock rather than waiting for a carrier reminder or customer escalation.\n \n Re-understand the business. Confirm material changes in operations, payroll, revenue, locations, vehicles, contracts, and coverage needs.\n \n Build the renewal plan. Decide with placement and insurance experts whether to renew in place, remarket, change structure, or add coverage.\n \n Lead the customer conversation. Explain the options, changes, price, conditions, and deadline in plain language.\n \n Close the next term. Ask for the business, collect the required decision and completion items, and keep ownership through bind.\n \n Protect the account. Catch service issues, poor prior experience, or unresolved obligations that could undermine the renewal.\n \n Record the outcome. Capture why the customer renewed, changed, waited, or left.\n \n Identify expansion. Surface genuine new coverage needs without turning routine service changes into sales.\n \n \n \n \n\n\nTHE RENEWAL OUTCOMES YOU OWN\n\n \n\n - Assigned policies have a verified expiration date, renewal plan, and next customer action early enough to act.\n \n Recommendations make the current term, successor option, material changes, unresolved conditions, and deadline clear.\n \n Bound renewals move forward with the accepted option and completion steps recorded.\n \n Lost renewals preserve the customer's stated reason, or an honest unknown when the reason is not available.\n \n Renewal conversion, retention, total booked revenue, and time to decision improve without hiding lapsed or replaced terms.\n\n\n\n\n\n\nWHO THRIVES HERE\n\n \n\n - You have closed renewals, account expansions, or recurring commercial relationships.\n\n - You can manage a large book with different clocks and levels of complexity.\n\n - You build trust quickly and can deliver a difficult price or coverage conversation directly.\n\n - You know when an account needs re-marketing rather than another follow-up.\n\n - You use account history and source documents instead of relying on one status.\n\n - You can earn and maintain the required commercial insurance licenses.\n\n - You are based in Atlanta or San Francisco, or ready to relocate.\n\n\n\n\n\n\nWHO SHOULD NOT APPLY\n\n\n\n - You treat renewals as customer service reminders.\n\n - You wait for the customer or carrier to create urgency.\n\n - You avoid direct closing conversations.\n\n - You infer renewal success from a cancellation or stage field.\n\n - You need a remote or hybrid default.\n \n \n\n\n\n\nCOMPENSATION & LOGISTICS\n\n\n\n - Salary: $150,000–$200,000 OTE. Top performers earn more.\n\n - Equity: Yes.\n\n - Location: On-site, San Francisco, New York, or Atlanta. Based here or willing to relocate.\n\n - Schedule: Monday–Friday, very early morning start, in-office 5 days a week.\n\n - Licensing: Commercial insurance producer license required within ~30 days of start; Harper pays for training and licensing.\n\n\n\n\n\n\nBENEFITS\n\n\n\nHarper offers health, dental, and vision insurance. Office-specific benefits are set by working location. \n\n\n\n\n\n\nTO APPLY\n\n\n\nSend your resume and a short renewal case. Explain the account, what changed, how you built the recommendation, the customer conversation, and the retention or revenue result."},{"id":"d1a82faa-7d95-4806-b160-038616f7ef97","title":"Customer Operations Specialist, Payments","department":"Growth","team":"Growth","employmentType":"FullTime","location":"San Francisco","secondaryLocations":[{"location":"New York","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York City"}}},{"location":"Atlanta","address":{"postalAddress":{"addressRegion":"Georgia","addressCountry":"United States","addressLocality":"Atlanta"}}}],"publishedAt":"2026-09-24T01:14:01.620+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"California","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/harperinsure/d1a82faa-7d95-4806-b160-038616f7ef97","applyUrl":"https://jobs.ashbyhq.com/harperinsure/d1a82faa-7d95-4806-b160-038616f7ef97/application","descriptionHtml":"Role in one line: Resolve the customer problems that cross payments, disputes, cancellations, audits, and insurance operations before they become repeat calls or unresolved risk.
A payment does not reconcile. A customer raises a dispute. A cancellation notice conflicts with the account record. An audit creates a question nobody can answer from one screen. You establish the real state, speak with the customer, and carry the issue to a documented resolution.
Harper's systems can surface records and prepare routine service work. This role handles the customer problems that still require judgment, persistence, and direct communication across payments and insurance operations.
Harper serves a growing base of small businesses across many carriers, payment paths, and policy workflows. Routine requests belong with Customer Service. This specialist owns the harder cases that cross systems or require reconciliation across finance, insurance, and service records.
You own payments and disputes, plus the related cancellations, audits, insurance questions, phone work, and complex service problems that often arrive with them. The job is broad because the customer's problem rarely respects one system boundary.
Resolve payment questions. Trace the payment question through the available records and identify the current state, amount, owner, and next action.
Work disputes end to end. Establish the issue, gather the source records, explain the current state, coordinate the required review, and record the final outcome.
Handle cancellation complexity. Read the full event chain, including notices, effective cancellations, reinstatements, and rescissions, before telling a customer what is true.
Support audits. Help customers understand the audit request, identify the records needed, and route licensed or specialized questions to the correct owner.
Answer general insurance questions within authority. Explain process and recorded facts clearly. Escalate coverage advice and licensed decisions rather than guessing.
Talk to people. Use the phone when a live conversation will resolve confusion faster than another automated message.
Reconcile across systems. Compare the customer record, payment record, policy record, communications, and external confirmation before closing a case.
Own the next action. Keep one named owner, one current state, and one promised update point until the issue is complete.
Find the repeated cause. Flag patterns that should become a permanent product, process, training, or finance fix.
Cases preserve the customer's question, the amount or policy involved, the records checked, the owner, and the next action.
Payment conclusions name the evidence and the account or transaction they belong to.
Disputes end with a recorded resolution, customer notification, and any required financial or policy correction.
Cancellation answers reflect the latest event in the chain, not the loudest notice.
Repeat contacts decline because the underlying issue was resolved and explained clearly.
You have worked in payments, disputes, cancellations, audits, insurance service, or another high-volume problem-solving environment.
You can read several systems without losing the customer's question.
You are calm and direct with people who are frustrated or confused.
You document facts carefully and distinguish a missing record from a missing real-world action.
You know when to keep investigating and when to escalate.
You are comfortable with phone work throughout the day.
You are based in Atlanta or San Francisco, or ready to relocate to one of those offices.
You want a back-office role with no customer conversations.
You close cases when you transfer them.
You infer payment, cancellation, or coverage from one status field.
You avoid difficult conversations or detailed reconciliation.
You need a remote or hybrid default.
Harper offers health, dental, and vision insurance. Office-specific benefits will be set by working location.
Send your resume and a short example of a customer problem that crossed several systems or teams. Explain how you established the real state, what you told the customer, and how you proved the issue was resolved.
","descriptionPlain":"\nCUSTOMER OPERATIONS SPECIALIST, PAYMENTS\n\n\n\nRole in one line: Resolve the customer problems that cross payments, disputes, cancellations, audits, and insurance operations before they become repeat calls or unresolved risk.\n\n\n\nA payment does not reconcile. A customer raises a dispute. A cancellation notice conflicts with the account record. An audit creates a question nobody can answer from one screen. You establish the real state, speak with the customer, and carry the issue to a documented resolution.\n\n\n\nHarper's systems can surface records and prepare routine service work. This role handles the customer problems that still require judgment, persistence, and direct communication across payments and insurance operations.\n\n\n\n\n\n\nWHY NOW\n\n\n\nHarper serves a growing base of small businesses across many carriers, payment paths, and policy workflows. Routine requests belong with Customer Service. This specialist owns the harder cases that cross systems or require reconciliation across finance, insurance, and service records.\n\n\n\nYou own payments and disputes, plus the related cancellations, audits, insurance questions, phone work, and complex service problems that often arrive with them. The job is broad because the customer's problem rarely respects one system boundary.\n\n\n\n\n\n\nWHAT YOU OWN\n\n\n\n - Resolve payment questions. Trace the payment question through the available records and identify the current state, amount, owner, and next action.\n\n - Work disputes end to end. Establish the issue, gather the source records, explain the current state, coordinate the required review, and record the final outcome.\n\n - Handle cancellation complexity. Read the full event chain, including notices, effective cancellations, reinstatements, and rescissions, before telling a customer what is true.\n\n - Support audits. Help customers understand the audit request, identify the records needed, and route licensed or specialized questions to the correct owner.\n\n - Answer general insurance questions within authority. Explain process and recorded facts clearly. Escalate coverage advice and licensed decisions rather than guessing.\n\n - Talk to people. Use the phone when a live conversation will resolve confusion faster than another automated message.\n\n - Reconcile across systems. Compare the customer record, payment record, policy record, communications, and external confirmation before closing a case.\n\n - Own the next action. Keep one named owner, one current state, and one promised update point until the issue is complete.\n\n - Find the repeated cause. Flag patterns that should become a permanent product, process, training, or finance fix.\n\n\n\n\n\n\nWHAT RESOLVED MEANS\n\n\n\n - Cases preserve the customer's question, the amount or policy involved, the records checked, the owner, and the next action.\n\n - Payment conclusions name the evidence and the account or transaction they belong to.\n\n - Disputes end with a recorded resolution, customer notification, and any required financial or policy correction.\n\n - Cancellation answers reflect the latest event in the chain, not the loudest notice.\n\n - Repeat contacts decline because the underlying issue was resolved and explained clearly.\n\n\n\n\n\n\nWHO THRIVES HERE\n\n\n\n - You have worked in payments, disputes, cancellations, audits, insurance service, or another high-volume problem-solving environment.\n\n - You can read several systems without losing the customer's question.\n\n - You are calm and direct with people who are frustrated or confused.\n\n - You document facts carefully and distinguish a missing record from a missing real-world action.\n\n - You know when to keep investigating and when to escalate.\n\n - You are comfortable with phone work throughout the day.\n\n - You are based in Atlanta or San Francisco, or ready to relocate to one of those offices.\n\n\n\n\n\n\nWHO SHOULD NOT APPLY\n\n\n\n - You want a back-office role with no customer conversations.\n\n - You close cases when you transfer them.\n\n - You infer payment, cancellation, or coverage from one status field.\n\n - You avoid difficult conversations or detailed reconciliation.\n\n - You need a remote or hybrid default.\n\n\n\n\n\n\nBENEFITS\n\n\n\nHarper offers health, dental, and vision insurance. Office-specific benefits will be set by working location.\n\n\n\n\n\n\n\nHOW TO APPLY\n\n\n\nSend your resume and a short example of a customer problem that crossed several systems or teams. Explain how you established the real state, what you told the customer, and how you proved the issue was resolved."},{"id":"cff6e3ae-da5b-4ffd-92b8-b3248b97605f","title":"Revenue Operations Lead","department":"Operations","team":"Operations","employmentType":"FullTime","location":"San Francisco","secondaryLocations":[{"location":"New York","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York City"}}}],"publishedAt":"2026-09-24T01:40:35.740+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"California","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/harperinsure/cff6e3ae-da5b-4ffd-92b8-b3248b97605f","applyUrl":"https://jobs.ashbyhq.com/harperinsure/cff6e3ae-da5b-4ffd-92b8-b3248b97605f/application","descriptionHtml":"Harper is an AI-native commercial insurance company in San Francisco. We're not bolting AI onto insurance — we're rebuilding the entire business as software, on a simple bet: turning expert human judgment into compute is one of the largest transitions left to make, and a trillion-dollar industry still run 90% by hand is the place to prove it. We've grown ~100x in the last year and we move at that speed — on-site, in person, long days, very high standards. Almost no one joins Harper for insurance; they join to build the company that replaces how it works.
Two dashboards disagree about the same funnel. A stage changed without the owner changing. The forecast moved and nobody can trace why. Those are not reporting annoyances. They are failures in the operating system you own.
Here is the honest state of it: Harper has been piecing RevOps together as it grew — a routing rule here, a dashboard there, a forecast someone built because the company needed one that week. It got us to ~100x growth. It will not get us through the next stage. We need someone who has actually run revenue operations before, who knows what a canonical funnel definition looks like and why a CRM automation needs a failure state, and who will take permanent ownership of the definitions, system behavior, routing, forecast, and instrumentation underneath Harper's revenue. When another team proves a temporary fix, you decide how it enters the permanent system, and you keep it reconciled.
Why now: Harper is scaling across three offices. Atlanta adds frontline volume, New York adds a second headquarters, and this San Francisco seat keeps one inspectable revenue system underneath all of it. This role does not own frontline sales management, customer conversations, placement strategy, or marketing creative. It owns the system those teams run on.
Own the funnel definitions. Maintain the canonical meaning, entry rule, exit rule, source, and accountable owner for every revenue state, so there is one answer to what a stage means.
Own CRM behavior and routing. Define and maintain fields, validations, automations, permissions, and state transitions, and keep assignment logic, exceptions, ownership changes, and escalation paths inspectable and tested. Every routing change carries a test case, an approval owner, an effective date, and a rollback path.
Own the forecast. Publish the method, inputs, assumptions, and version, and carry the variance back to actual booked revenue every cycle.
Own revenue instrumentation. Make demand, contact, intake, quote, close, bind, and booked revenue reconcile to their source records for the same population and window.
Run funnel analysis and turn it into action. Find where volume, conversion, speed, or handoffs break, and convert the finding into a specific operating change with a named owner.
Automate repeat work with controls. Use enrichment, generated notes, task creation, quality checks, and reporting only when the source, resulting state, failure state, and human correction path stay visible.
Measure the change. Prove whether a workflow, campaign, routing decision, or sales motion moved conversion, speed, or revenue — and say so plainly when it didn't.
You have owned revenue operations, sales operations, or growth operations at a fast-growing company. This is the real background we've been missing, not a nice-to-have.
You understand CRM architecture, lifecycle stages, routing, attribution, forecasting, and pipeline hygiene from the inside.
You can write SQL, or work directly enough with the data to test a claim yourself before you repeat it.
You move from analysis to operating change and then measure whether the change worked.
You can partner with sales leaders and frontline operators — working inside the sales, intake, placement, and service workflows before changing them — without turning every problem into a process meeting.
You treat AI as leverage — you've operated generated notes, enrichment, routing, or reporting automations with visible source data, failure states, and correction paths — and you have opinions about where it helps and where it quietly corrupts the record.
You care more about booked revenue and conversion than dashboard activity.
This job is on-site in San Francisco, Monday through Friday, long days, in the building with sales, intake, and placement, with travel to Atlanta and New York as the offices scale. You are inheriting a system that was assembled under pressure by people whose real jobs were something else. The first months are archaeology: finding every definition that drifted, every automation nobody owns, every report that doesn't reconcile, and fixing them while revenue keeps moving through the pipe. There is no pause button and no clean handoff.
If you want to administer a CRM without owning the revenue outcome, if you produce reports but don't make operating recommendations, if you want to own sales management, account placement, or marketing creative, or if you treat field completeness as proof that the underlying process works, this seat will frustrate you. It does not come with a remote or hybrid default. If the intensity reads as a cost you'd rather avoid, this isn't the seat. If it reads as the point, keep going.
Salary: 170,000–240,000 base, plus performance bonus and equity.
Equity: Yes.
Location: On-site, San Francisco. Based there or willing to relocate.
Schedule: Monday–Friday, long days. Exact coverage window is set by office.
Health, dental, and vision insurance
Meals provided — breakfast, lunch, and dinner
Snacks, drinks, and coffee stocked daily
Commuter benefits
Free gym membership
Team call — 30 minutes on Zoom. You meet the team, we meet you.
Office session — about two hours in person. You meet more of the team and work a real problem with us.
Super day — how you actually operate, in real time. We decide after this.
The process moves as fast as you do.
Send your resume and one revenue-operations example: a funnel or CRM problem that looked like a data issue but was really an operating issue, how you proved it, what you changed, and the revenue or conversion result.
","descriptionPlain":"REVENUE OPERATIONS LEAD\n\n\n\nHarper is an AI-native commercial insurance company in San Francisco. We're not bolting AI onto insurance — we're rebuilding the entire business as software, on a simple bet: turning expert human judgment into compute is one of the largest transitions left to make, and a trillion-dollar industry still run 90% by hand is the place to prove it. We've grown ~100x in the last year and we move at that speed — on-site, in person, long days, very high standards. Almost no one joins Harper for insurance; they join to build the company that replaces how it works.\n\n\n\n\n\n\nTHE ROLE\n\n\n\nTwo dashboards disagree about the same funnel. A stage changed without the owner changing. The forecast moved and nobody can trace why. Those are not reporting annoyances. They are failures in the operating system you own.\n\n\n\nHere is the honest state of it: Harper has been piecing RevOps together as it grew — a routing rule here, a dashboard there, a forecast someone built because the company needed one that week. It got us to ~100x growth. It will not get us through the next stage. We need someone who has actually run revenue operations before, who knows what a canonical funnel definition looks like and why a CRM automation needs a failure state, and who will take permanent ownership of the definitions, system behavior, routing, forecast, and instrumentation underneath Harper's revenue. When another team proves a temporary fix, you decide how it enters the permanent system, and you keep it reconciled.\n\n\n\nWhy now: Harper is scaling across three offices. Atlanta adds frontline volume, New York adds a second headquarters, and this San Francisco seat keeps one inspectable revenue system underneath all of it. This role does not own frontline sales management, customer conversations, placement strategy, or marketing creative. It owns the system those teams run on.\n\n\n\n\n\n\nWHAT YOU'LL DO\n\n\n\n - Own the funnel definitions. Maintain the canonical meaning, entry rule, exit rule, source, and accountable owner for every revenue state, so there is one answer to what a stage means.\n\n - Own CRM behavior and routing. Define and maintain fields, validations, automations, permissions, and state transitions, and keep assignment logic, exceptions, ownership changes, and escalation paths inspectable and tested. Every routing change carries a test case, an approval owner, an effective date, and a rollback path.\n\n - Own the forecast. Publish the method, inputs, assumptions, and version, and carry the variance back to actual booked revenue every cycle.\n\n - Own revenue instrumentation. Make demand, contact, intake, quote, close, bind, and booked revenue reconcile to their source records for the same population and window.\n\n - Run funnel analysis and turn it into action. Find where volume, conversion, speed, or handoffs break, and convert the finding into a specific operating change with a named owner.\n\n - Automate repeat work with controls. Use enrichment, generated notes, task creation, quality checks, and reporting only when the source, resulting state, failure state, and human correction path stay visible.\n\n - Measure the change. Prove whether a workflow, campaign, routing decision, or sales motion moved conversion, speed, or revenue — and say so plainly when it didn't.\n\n\n\n\n\n\nWHO YOU ARE\n\n\n\n - You have owned revenue operations, sales operations, or growth operations at a fast-growing company. This is the real background we've been missing, not a nice-to-have.\n\n - You understand CRM architecture, lifecycle stages, routing, attribution, forecasting, and pipeline hygiene from the inside.\n\n - You can write SQL, or work directly enough with the data to test a claim yourself before you repeat it.\n\n - You move from analysis to operating change and then measure whether the change worked.\n\n - You can partner with sales leaders and frontline operators — working inside the sales, intake, placement, and service workflows before changing them — without turning every problem into a process meeting.\n\n - You treat AI as leverage — you've operated generated notes, enrichment, routing, or reporting automations with visible source data, failure states, and correction paths — and you have opinions about where it helps and where it quietly corrupts the record.\n\n - You care more about booked revenue and conversion than dashboard activity.\n\n\n\n\n\n\nTHE REALITY — READ THIS BEFORE YOU APPLY\n\n\n\nThis job is on-site in San Francisco, Monday through Friday, long days, in the building with sales, intake, and placement, with travel to Atlanta and New York as the offices scale. You are inheriting a system that was assembled under pressure by people whose real jobs were something else. The first months are archaeology: finding every definition that drifted, every automation nobody owns, every report that doesn't reconcile, and fixing them while revenue keeps moving through the pipe. There is no pause button and no clean handoff.\n\n\n\nIf you want to administer a CRM without owning the revenue outcome, if you produce reports but don't make operating recommendations, if you want to own sales management, account placement, or marketing creative, or if you treat field completeness as proof that the underlying process works, this seat will frustrate you. It does not come with a remote or hybrid default. If the intensity reads as a cost you'd rather avoid, this isn't the seat. If it reads as the point, keep going.\n\n\n\n\n\n\nCOMPENSATION & LOGISTICS\n\n\n\n - Salary: 170,000–240,000 base, plus performance bonus and equity.\n\n - Equity: Yes.\n\n - Location: On-site, San Francisco. Based there or willing to relocate.\n\n - Schedule: Monday–Friday, long days. Exact coverage window is set by office.\n\n\n\n\n\n\nBENEFITS\n\n\n\n - Health, dental, and vision insurance\n\n - Meals provided — breakfast, lunch, and dinner\n\n - Snacks, drinks, and coffee stocked daily\n\n - Commuter benefits\n\n - Free gym membership\n\n\n\n\n\n\nPROCESS\n\n\n\n 1. Team call — 30 minutes on Zoom. You meet the team, we meet you.\n\n 2. Office session — about two hours in person. You meet more of the team and work a real problem with us.\n\n 3. Super day — how you actually operate, in real time. We decide after this.\n\nThe process moves as fast as you do.\n\n\n\n\n\n\nTO APPLY\n\n\n\nSend your resume and one revenue-operations example: a funnel or CRM problem that looked like a data issue but was really an operating issue, how you proved it, what you changed, and the revenue or conversion result."},{"id":"141fc972-0309-43ee-975e-b3677b966bdc","title":"Senior Commercial Broker, Brokerage Intelligence","department":"Operations","team":"Operations","employmentType":"FullTime","location":"San Francisco","secondaryLocations":[{"location":"New York","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York City"}}}],"publishedAt":"2026-09-24T02:31:41.476+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"California","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/harperinsure/141fc972-0309-43ee-975e-b3677b966bdc","applyUrl":"https://jobs.ashbyhq.com/harperinsure/141fc972-0309-43ee-975e-b3677b966bdc/application","descriptionHtml":"Role in one line: Turn expert commercial brokerage judgment into the systems, training, and product recommendations that define how Harper brokers insurance.
The hardest brokerage decisions rarely begin as clean rules. They live in the judgment of people who have seen a difficult risk, a thin submission, an unusual coverage structure, and a market exception before. Your job is to make that judgment teachable, testable, and reusable across Harper.
This role does not sell or originate insurance, own a book, carry a sales quota, close customers, or make final account-level placement decisions.
You will work deeply with product, engineering, operations, and insurance teams to build the brokerage infrastructure behind the work: the workflows people follow, the standards AI systems are evaluated against, the training that changes behavior, and the feedback loops that make the whole operation improve.
Harper is building an AI-native brokerage, and that only works if expert judgment becomes something people and systems can learn from. New York and San Francisco are the on-site homes for this senior brokerage and product work.
Harper serves many industries, coverage lines, and market paths. The company already generates enormous amounts of brokerage judgment through real accounts, market responses, exceptions, and outcomes. The opportunity is to turn that judgment into infrastructure instead of letting it disappear inside individual conversations.
The Senior Commercial Broker sits where commercial insurance practice meets product and strategy. You study how brokerage work is actually done, decide what excellent judgment looks like, encode it into workflows and decision standards, train AI systems and people against those standards, and use what fails in practice to improve Harper's products and operating model.
The mission is larger than documenting today's process. You will help define what the brokerage process should become when expert people and capable AI systems work together.
You partner closely with product and engineering to turn brokerage judgment into useful tools and reliable AI evaluations. You bring the insurance standard and the evidence. Product leaders make roadmap and release decisions.
You also work with placement teams, licensed brokers, underwriters, and account owners who execute individual accounts. You define and evaluate how strong market selection, submission, negotiation, recommendation, and binding should work. They keep the final decision on each account.
You create the brokerage content, cases, and decision standards. Harper's learning and enablement teams help deliver them across the company.
Encode brokerage judgment. Turn complex commercial decisions into clear workflows, decision standards, playbooks, examples, and escalation rules without flattening away the judgment that matters.
Define brokerage product requirements. Work with product and engineering to identify the brokerage problems worth solving, define what the product must understand, and recommend capabilities grounded in expert evidence.
Train and evaluate AI systems. Build realistic cases, expected outcomes, grading standards, and failure examples. Review AI behavior against source evidence and expert judgment, then turn failures into permanent evaluations and product improvements.
Design and evaluate brokerage workflows. Encode how information, decisions, exceptions, and handoffs should move through account processes. Test whether the workflow produces sound judgment without taking over its individual accounts.
Own the brokerage learning standard. Create the content, cases, worked examples, decision standards, and effectiveness measures that make expert brokerage judgment teachable. Collaborate with the learning and enablement owners on delivery.
Run the expert feedback loop. Stay close to frontline work, difficult cases, market responses, and user behavior. Separate one-off exceptions from recurring patterns and route each to the right product, process, or training change.
Set evidence standards. Make sure recommendations and decisions remain traceable to the real application, document, communication, quote, or market response that supports them.
Raise the quality bar. Identify where a workflow produces inconsistent judgment, where an AI system sounds right but is wrong, and where a person cannot tell what to do next. Redesign the system until the standard is clear and usable.
Priority brokerage workflows become clear enough to use, audit, and improve without flattening away expert judgment.
AI evaluations distinguish grounded commercial reasoning from an answer that merely sounds convincing.
Material failures become durable evaluation cases, product corrections, workflow changes, or explicit accepted limits.
Training built from live cases changes how people and systems handle the work.
Frontline evidence reaches product and engineering as a specific problem with a testable success condition.
You have substantial commercial brokerage, wholesale brokerage, or placement experience across complex small and middle-market accounts.
You have built submission strategies, negotiated difficult terms, and seen enough real outcomes to know where written process ends and expert judgment begins.
You understand general liability, property, workers' compensation, commercial auto, umbrella, and specialty coverage well enough to recognize the material facts, tradeoffs, and exception paths.
You are excited to use your brokerage expertise to build products, systems, and standards rather than personally produce accounts.
You can turn tacit judgment into precise instructions, worked examples, and reviewable evaluations without pretending every decision is deterministic.
You can teach experienced people without talking past them, and you can translate insurance practice clearly for product and engineering partners.
You test your own assumptions against source evidence and change the standard when the evidence proves it wrong.
You are curious about AI, comfortable examining its failures in detail, and motivated by making expert work more consistent and scalable.
You are based in New York or San Francisco, or ready to relocate to one of those offices.
You want your primary work to be personally producing and binding individual accounts.
You prefer keeping expert judgment in your own head instead of turning it into systems other people can use.
You treat documentation as a summary written after the real work rather than part of the operating infrastructure.
You want AI to sound convincing more than you want it to be correct and grounded.
You prefer a remote individual practice to an in-person, cross-functional build.
You are not willing to revisit a familiar brokerage habit when product evidence or operating outcomes challenge it.
Harper offers health, dental, and vision insurance. Office-specific benefits are set by working location.
Send your resume and a short example of expert judgment you made reusable. Describe a difficult commercial brokerage problem, what made the obvious rule incomplete, how you turned your judgment into a workflow, training tool, evaluation, or product improvement, and how you knew the new approach worked.
","descriptionPlain":"\nSENIOR COMMERCIAL BROKER, BROKERAGE INTELLIGENCE\n\n\n\nRole in one line: Turn expert commercial brokerage judgment into the systems, training, and product recommendations that define how Harper brokers insurance.\n\n\n\nThe hardest brokerage decisions rarely begin as clean rules. They live in the judgment of people who have seen a difficult risk, a thin submission, an unusual coverage structure, and a market exception before. Your job is to make that judgment teachable, testable, and reusable across Harper.\n\n\n\nThis role does not sell or originate insurance, own a book, carry a sales quota, close customers, or make final account-level placement decisions.\n\n\n\nYou will work deeply with product, engineering, operations, and insurance teams to build the brokerage infrastructure behind the work: the workflows people follow, the standards AI systems are evaluated against, the training that changes behavior, and the feedback loops that make the whole operation improve.\n\n\n\nHarper is building an AI-native brokerage, and that only works if expert judgment becomes something people and systems can learn from. New York and San Francisco are the on-site homes for this senior brokerage and product work.\n\n\n\n\n\n\nWHY NOW\n\n\n\nHarper serves many industries, coverage lines, and market paths. The company already generates enormous amounts of brokerage judgment through real accounts, market responses, exceptions, and outcomes. The opportunity is to turn that judgment into infrastructure instead of letting it disappear inside individual conversations.\n\n\n\nThe Senior Commercial Broker sits where commercial insurance practice meets product and strategy. You study how brokerage work is actually done, decide what excellent judgment looks like, encode it into workflows and decision standards, train AI systems and people against those standards, and use what fails in practice to improve Harper's products and operating model.\n\n\n\nThe mission is larger than documenting today's process. You will help define what the brokerage process should become when expert people and capable AI systems work together.\n\n\n\n\n\n\nHOW YOU WORK WITH THE TEAM\n\n\n\nYou partner closely with product and engineering to turn brokerage judgment into useful tools and reliable AI evaluations. You bring the insurance standard and the evidence. Product leaders make roadmap and release decisions.\n\n\n\nYou also work with placement teams, licensed brokers, underwriters, and account owners who execute individual accounts. You define and evaluate how strong market selection, submission, negotiation, recommendation, and binding should work. They keep the final decision on each account.\n\n\n\nYou create the brokerage content, cases, and decision standards. Harper's learning and enablement teams help deliver them across the company.\n\n\n\n\n\n\nWHAT YOU OWN\n\n\n\n - Encode brokerage judgment. Turn complex commercial decisions into clear workflows, decision standards, playbooks, examples, and escalation rules without flattening away the judgment that matters.\n\n - Define brokerage product requirements. Work with product and engineering to identify the brokerage problems worth solving, define what the product must understand, and recommend capabilities grounded in expert evidence.\n\n - Train and evaluate AI systems. Build realistic cases, expected outcomes, grading standards, and failure examples. Review AI behavior against source evidence and expert judgment, then turn failures into permanent evaluations and product improvements.\n\n - Design and evaluate brokerage workflows. Encode how information, decisions, exceptions, and handoffs should move through account processes. Test whether the workflow produces sound judgment without taking over its individual accounts.\n\n - Own the brokerage learning standard. Create the content, cases, worked examples, decision standards, and effectiveness measures that make expert brokerage judgment teachable. Collaborate with the learning and enablement owners on delivery.\n\n - Run the expert feedback loop. Stay close to frontline work, difficult cases, market responses, and user behavior. Separate one-off exceptions from recurring patterns and route each to the right product, process, or training change.\n\n - Set evidence standards. Make sure recommendations and decisions remain traceable to the real application, document, communication, quote, or market response that supports them.\n\n - Raise the quality bar. Identify where a workflow produces inconsistent judgment, where an AI system sounds right but is wrong, and where a person cannot tell what to do next. Redesign the system until the standard is clear and usable.\n\n\n\n\n\n\nWHAT YOU WILL MAKE POSSIBLE\n\n\n\n - Priority brokerage workflows become clear enough to use, audit, and improve without flattening away expert judgment.\n\n - AI evaluations distinguish grounded commercial reasoning from an answer that merely sounds convincing.\n\n - Material failures become durable evaluation cases, product corrections, workflow changes, or explicit accepted limits.\n\n - Training built from live cases changes how people and systems handle the work.\n\n - Frontline evidence reaches product and engineering as a specific problem with a testable success condition.\n\n\n\n\n\n\nWHO THRIVES HERE\n\n\n\n - You have substantial commercial brokerage, wholesale brokerage, or placement experience across complex small and middle-market accounts.\n\n - You have built submission strategies, negotiated difficult terms, and seen enough real outcomes to know where written process ends and expert judgment begins.\n\n - You understand general liability, property, workers' compensation, commercial auto, umbrella, and specialty coverage well enough to recognize the material facts, tradeoffs, and exception paths.\n\n - You are excited to use your brokerage expertise to build products, systems, and standards rather than personally produce accounts.\n\n - You can turn tacit judgment into precise instructions, worked examples, and reviewable evaluations without pretending every decision is deterministic.\n\n - You can teach experienced people without talking past them, and you can translate insurance practice clearly for product and engineering partners.\n\n - You test your own assumptions against source evidence and change the standard when the evidence proves it wrong.\n\n - You are curious about AI, comfortable examining its failures in detail, and motivated by making expert work more consistent and scalable.\n\n - You are based in New York or San Francisco, or ready to relocate to one of those offices.\n\n\n\n\n\n\nWHO SHOULD NOT APPLY\n\n\n\n - You want your primary work to be personally producing and binding individual accounts.\n\n - You prefer keeping expert judgment in your own head instead of turning it into systems other people can use.\n\n - You treat documentation as a summary written after the real work rather than part of the operating infrastructure.\n\n - You want AI to sound convincing more than you want it to be correct and grounded.\n\n - You prefer a remote individual practice to an in-person, cross-functional build.\n\n - You are not willing to revisit a familiar brokerage habit when product evidence or operating outcomes challenge it.\n\n\n\n\n\n\nBENEFITS\n\n\n\nHarper offers health, dental, and vision insurance. Office-specific benefits are set by working location. \n\n\n\n\n\n\nHOW TO APPLY\n\n\n\nSend your resume and a short example of expert judgment you made reusable. Describe a difficult commercial brokerage problem, what made the obvious rule incomplete, how you turned your judgment into a workflow, training tool, evaluation, or product improvement, and how you knew the new approach worked."},{"id":"aaa1a96e-b2b5-4120-b993-a8641067496a","title":"Founding Recruiter","department":"People","team":"People","employmentType":"FullTime","location":"San Francisco","secondaryLocations":[],"publishedAt":"2026-11-03T23:52:27.002+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"California","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/harperinsure/aaa1a96e-b2b5-4120-b993-a8641067496a","applyUrl":"https://jobs.ashbyhq.com/harperinsure/aaa1a96e-b2b5-4120-b993-a8641067496a/application","descriptionHtml":"About the Role
We’re looking for a Founding Recruiter to help us hire exceptional engineers and GTM talent. You’ll own searches end-to-end: developing the hiring strategy, sourcing candidates, running the process, partnering with hiring managers, and closing candidates.
This isn't a role where success is measured by sending large numbers of LinkedIn messages. We want someone who can understand what makes an exceptional technical candidate, develop creative ways to find them, and build the relationships necessary to bring them to Harper.
What You’ll Do
Own full-cycle recruiting for engineering and other technical roles.
Partner with technical leaders to deeply understand roles, hiring profiles, and what distinguishes an exceptional candidate.
Build sourcing strategies for difficult-to-fill technical positions.
Proactively identify and engage passive candidates through LinkedIn, GitHub, referrals, networks, events, and other creative channels.
Conduct recruiter screens and assess candidates for motivation, experience, communication, and alignment with Harper.
Build and maintain strong technical talent pipelines.
Manage candidates throughout the recruiting process and maintain high engagement.
Partner with hiring managers to make fast, thoughtful hiring decisions.
Drive offer strategy and help close competitive candidates.
Maintain accurate pipeline information and use recruiting data to identify where searches are working or getting stuck.
Develop a strong understanding of Harper's product, technology, team, and story so you can credibly represent the company to technical candidates.
Help improve interview processes and hiring standards as the company scales.
What We’re Looking For
3–7+ years of full-cycle technical recruiting experience, ideally including experience at a high-growth startup.
Demonstrated success recruiting software engineers and other highly sought-after technical talent.
Excellent sourcing skills and the ability to find candidates beyond obvious inbound channels.
Ability to understand technical roles well enough to credibly engage and evaluate candidates.
Strong candidate management and closing skills.
High urgency without sacrificing candidate experience or hiring quality.
Excellent communication and relationship-building skills.
Comfortable challenging hiring managers and bringing a point of view on talent.
Data-driven and disciplined about pipeline management.
Comfortable working in an environment with ambitious hiring goals and evolving processes.
What Success Looks Like
You consistently build strong technical pipelines, hiring managers trust your judgment, candidates have an excellent experience, and Harper hires exceptional technical talent faster without lowering the bar.
Harper is an AI-native commercial insurance company in San Francisco. We're not bolting AI onto insurance. We're rebuilding the entire business as software, on a simple bet: turning expert human judgment into compute is one of the largest transitions left to make, and a trillion-dollar industry still run 90% by hand is the place to prove it. We've grown ~100x in the last year and we move at that speed: on-site, in person, long days, very high standards. Almost no one joins Harper for insurance; they join to build the company that replaces how it works.
The role
The Chief of Staff's job is to make sure the whole company actually runs (every team, every commitment, every week) while it grows ~100x. That's more surface area than one person can cover. This role is the second set of hands and the second brain in the Office of the Chief of Staff: the person who brings structure to the chaos and gets the right people organized around what matters most.
You'll learn how the company is run by working right next to the Chief of Staff, then take over more and more of it. On a given day that means sitting in leadership syncs and turning decisions into owners and deadlines; noticing that a handoff between sales and underwriting is quietly breaking and fixing it before anyone escalates; jumping into a queue yourself when a team is underwater; or pulling five people from three teams into a room to land a change by Friday.
This is the closest thing Harper has to a founder's associate seat. You see every part of the business, you sit where decisions get made, and you're accountable for making them real. The difference is that the job is operational, not advisory: you're measured on what got done, not on what you recommended.
What you'll do
- Carry part of the operating load. Take a real share of the day-to-day (priorities, follow-ups, escalations) and own it outright, not as a shadow.
- Find the gaps before they find us. Spot where work is stalling, where ownership is unclear, where a process broke at the last 10x. Diagnose it with data, not vibes.
- Create structure where there isn't any. Take a messy, half-owned problem and give it shape: who owns what, what done looks like, when we check in. Then organize the people around it so the work actually moves.
- Do the work when that's fastest. Pick up the phone, work a backlog, build the model, write the doc. Nothing is beneath the role when it's the bottleneck.
- Orchestrate when it's bigger than you. Run cross-functional initiatives across sales, service, underwriting, carriers, and engineering. Set the plan, name the owners, run the cadence, drive to done.
- Close the loop on every commitment. If leadership decided it, it ships. If it slipped, you knew first and you already know why.
- Build systems so nothing breaks twice. Operating cadences, dashboards, trackers, playbooks, and AI tools (Claude Code, Cursor, agents) that replace the manual parts entirely.
- Take the special projects. New-market launches, org changes, hiring pushes, war rooms: whatever is most urgent that week.
Your first 90 days
- Month 1: Work alongside the Chief of Staff across every function. Own follow-through on leadership commitments. Ship your first fix to a broken process.
- Month 2: Own one cross-functional initiative end to end. Take a recurring operating rhythm fully off the Chief of Staff's plate.
- Month 3: Run part of the company's operating cadence on your own, and bring us a gap we haven't spotted yet, with the fix already moving.
Who you are
- You've spent 2+ years somewhere intense (banking, consulting, PE, a scaling startup, or your own company), and you were the person people handed the hard, messy thing to.
- Raw analytical horsepower, plus the willingness to get your hands dirty. You'll build the model, and you'll also make the 40 calls.
- You create structure naturally. Drop you into a chaotic situation with a group of people, and within a day there's a plan, clear owners, and a rhythm.
- You hold a lot of context at once and don't drop threads. Nothing falls through the cracks on your watch.
- You can get people who don't report to you to move by being clear, credible, and relentless, not by title.
- You'd rather own an outcome than produce a deliverable.
- You want to learn how a company is actually run, from the inside, fast.
Requirements: 2–5 years in a high-intensity analytical or operational role (IB, PE, management consulting, BizOps or Strategy & Ops at a high-growth company, or founding your own company); exceptional written and verbal communication; strong with data and spreadsheets; a track record of organizing people and driving cross-functional work to completion; based in SF or willing to relocate immediately.
Nice to have: insurance, fintech, or regulated-industry experience; prior work directly with a founder, CEO, or Chief of Staff; experience leading or coordinating a team; hands-on with AI or automation tooling.
The honest day-to-day
We'll say it plainly, because \"Office of the Chief of Staff\" sounds more glamorous than it is:
- A real share of it is chasing. Follow-ups, unblocking, holding people to what they said. Done well, it's the backbone of the company. If that sounds beneath you, this isn't the seat.
- The scope never settles. Your week gets rewritten by whatever broke on Tuesday. If you need a fixed lane and a clean spec, you'll be miserable here.
- You lead without authority. You'll ask senior people to move before you've earned it. You earn it by being right and by doing the work yourself.
- It's banking-analyst intensity, on-site. Mon–Fri, roughly 5 AM–8 PM, in person in San Francisco.
- The ceiling is real. People who are exceptional here go on to run a function, step into a Special Projects Lead seat, grow toward Chief of Staff, or leave to build their own thing, because they've seen how the whole company runs. That payoff is on the other side of the work, not instead of it.
Compensation and logistics
- Salary: $135,000–$165,000 + performance bonuses and equity
- Location: San Francisco, in-office. Based in SF or willing to relocate immediately.
- Schedule: Monday–Friday, very early morning start, in-office 5 days a week.
- Benefits: Uber commuter benefits; breakfast, lunch, and dinner provided; snacks, drinks, and coffee daily; free gym membership; health, dental, and vision insurance.
Process
1. People screen: initial fit and alignment
2. Chief of Staff screen: how you think and how you operate
3. Super day: case exercise and real work with the team
","descriptionPlain":"Harper is an AI-native commercial insurance company in San Francisco. We're not bolting AI onto insurance. We're rebuilding the entire business as software, on a simple bet: turning expert human judgment into compute is one of the largest transitions left to make, and a trillion-dollar industry still run 90% by hand is the place to prove it. We've grown ~100x in the last year and we move at that speed: on-site, in person, long days, very high standards. Almost no one joins Harper for insurance; they join to build the company that replaces how it works.\n\nThe role\n\nThe Chief of Staff's job is to make sure the whole company actually runs (every team, every commitment, every week) while it grows ~100x. That's more surface area than one person can cover. This role is the second set of hands and the second brain in the Office of the Chief of Staff: the person who brings structure to the chaos and gets the right people organized around what matters most.\n\nYou'll learn how the company is run by working right next to the Chief of Staff, then take over more and more of it. On a given day that means sitting in leadership syncs and turning decisions into owners and deadlines; noticing that a handoff between sales and underwriting is quietly breaking and fixing it before anyone escalates; jumping into a queue yourself when a team is underwater; or pulling five people from three teams into a room to land a change by Friday.\n\nThis is the closest thing Harper has to a founder's associate seat. You see every part of the business, you sit where decisions get made, and you're accountable for making them real. The difference is that the job is operational, not advisory: you're measured on what got done, not on what you recommended.\n\nWhat you'll do\n\n- Carry part of the operating load. Take a real share of the day-to-day (priorities, follow-ups, escalations) and own it outright, not as a shadow.\n\n- Find the gaps before they find us. Spot where work is stalling, where ownership is unclear, where a process broke at the last 10x. Diagnose it with data, not vibes.\n\n- Create structure where there isn't any. Take a messy, half-owned problem and give it shape: who owns what, what done looks like, when we check in. Then organize the people around it so the work actually moves.\n\n- Do the work when that's fastest. Pick up the phone, work a backlog, build the model, write the doc. Nothing is beneath the role when it's the bottleneck.\n\n- Orchestrate when it's bigger than you. Run cross-functional initiatives across sales, service, underwriting, carriers, and engineering. Set the plan, name the owners, run the cadence, drive to done.\n\n- Close the loop on every commitment. If leadership decided it, it ships. If it slipped, you knew first and you already know why.\n\n- Build systems so nothing breaks twice. Operating cadences, dashboards, trackers, playbooks, and AI tools (Claude Code, Cursor, agents) that replace the manual parts entirely.\n\n- Take the special projects. New-market launches, org changes, hiring pushes, war rooms: whatever is most urgent that week.\n\nYour first 90 days\n\n- Month 1: Work alongside the Chief of Staff across every function. Own follow-through on leadership commitments. Ship your first fix to a broken process.\n\n- Month 2: Own one cross-functional initiative end to end. Take a recurring operating rhythm fully off the Chief of Staff's plate.\n\n- Month 3: Run part of the company's operating cadence on your own, and bring us a gap we haven't spotted yet, with the fix already moving.\n\nWho you are\n\n- You've spent 2+ years somewhere intense (banking, consulting, PE, a scaling startup, or your own company), and you were the person people handed the hard, messy thing to.\n\n- Raw analytical horsepower, plus the willingness to get your hands dirty. You'll build the model, and you'll also make the 40 calls.\n\n- You create structure naturally. Drop you into a chaotic situation with a group of people, and within a day there's a plan, clear owners, and a rhythm.\n\n- You hold a lot of context at once and don't drop threads. Nothing falls through the cracks on your watch.\n\n- You can get people who don't report to you to move by being clear, credible, and relentless, not by title.\n\n- You'd rather own an outcome than produce a deliverable.\n\n- You want to learn how a company is actually run, from the inside, fast.\n\nRequirements: 2–5 years in a high-intensity analytical or operational role (IB, PE, management consulting, BizOps or Strategy & Ops at a high-growth company, or founding your own company); exceptional written and verbal communication; strong with data and spreadsheets; a track record of organizing people and driving cross-functional work to completion; based in SF or willing to relocate immediately.\n\nNice to have: insurance, fintech, or regulated-industry experience; prior work directly with a founder, CEO, or Chief of Staff; experience leading or coordinating a team; hands-on with AI or automation tooling.\n\nThe honest day-to-day\n\nWe'll say it plainly, because \"Office of the Chief of Staff\" sounds more glamorous than it is:\n\n- A real share of it is chasing. Follow-ups, unblocking, holding people to what they said. Done well, it's the backbone of the company. If that sounds beneath you, this isn't the seat.\n\n- The scope never settles. Your week gets rewritten by whatever broke on Tuesday. If you need a fixed lane and a clean spec, you'll be miserable here.\n\n- You lead without authority. You'll ask senior people to move before you've earned it. You earn it by being right and by doing the work yourself.\n\n- It's banking-analyst intensity, on-site. Mon–Fri, roughly 5 AM–8 PM, in person in San Francisco.\n\n- The ceiling is real. People who are exceptional here go on to run a function, step into a Special Projects Lead seat, grow toward Chief of Staff, or leave to build their own thing, because they've seen how the whole company runs. That payoff is on the other side of the work, not instead of it.\n\nCompensation and logistics\n\n- Salary: $135,000–$165,000 + performance bonuses and equity\n\n- Location: San Francisco, in-office. Based in SF or willing to relocate immediately.\n\n- Schedule: Monday–Friday, very early morning start, in-office 5 days a week.\n\n- Benefits: Uber commuter benefits; breakfast, lunch, and dinner provided; snacks, drinks, and coffee daily; free gym membership; health, dental, and vision insurance.\n\nProcess\n\n1. People screen: initial fit and alignment\n\n2. Chief of Staff screen: how you think and how you operate\n\n3. Super day: case exercise and real work with the team"}],"apiVersion":"1"}