Fernstone is building a new kind of insurance company: we combine AI with expert advisors to place insurance faster and at better terms.
Insurance is a $1T category that still runs on pen and paper. We believe AI will fundamentally reshape how insurance is bought, sold, and serviced.
We’ve raised $3M from YCombinator and other notable investors.
Fernstone was founded by James (BCG, Traba, UChicago), and Bryant (Google, SentiLink, Vanderbilt). We work in-person in our NYC office.
Since the start of the year we’ve grown from 0 to 500+ customers – we’ve built a compelling product, and now we are scaling it up to reach thousands more.
As Founding Growth & Ops Lead, your scope will span Growth, Operations, and Product:
Growth: own, launch, and grow an industry vertical core to our business
Operations: partner with insurance carriers to place coverage and transact on policies
Product: transmit operations work into scalable, agent-led workflows
We’ll be most excited if you:
Have 2 - 4+ years working on a team that requires operational rigor and analytical excellence (high-growth startup, consulting, banking/PE, or similar)
Have built something before and are excited about ownership, ambiguity, and fast execution
Have accomplished impressive things in your life, whether professionally, academically, competitively, or otherwise
This is a founding role, and that is reflected in scope, equity, and upside.
","descriptionPlain":"Fernstone is building a new kind of insurance company: we combine AI with expert advisors to place insurance faster and at better terms. \n\nInsurance is a $1T category that still runs on pen and paper. We believe AI will fundamentally reshape how insurance is bought, sold, and serviced.\n\nWe’ve raised $3M from YCombinator and other notable investors.\n\nFernstone was founded by James http://bookface.ycombinator.com/user/737672/linkedin_redirect?key=f4f026c4cd7e51d1014e2de378f0e60f559cb6ac (BCG, Traba, UChicago), and Bryant https://www.linkedin.com/in/bryant-le-3884a7134/ (Google, SentiLink, Vanderbilt). We work in-person in our NYC office.\n\n\n\nSince the start of the year we’ve grown from 0 to 500+ customers – we’ve built a compelling product, and now we are scaling it up to reach thousands more.\n\n\n\nAs Founding Growth & Ops Lead, your scope will span Growth, Operations, and Product:\n\n - Growth: own, launch, and grow an industry vertical core to our business\n\n - Operations: partner with insurance carriers to place coverage and transact on policies\n\n - Product: transmit operations work into scalable, agent-led workflows\n\n\n\nWe’ll be most excited if you:\n\n - Have 2 - 4+ years working on a team that requires operational rigor and analytical excellence (high-growth startup, consulting, banking/PE, or similar)\n\n - Have built something before and are excited about ownership, ambiguity, and fast execution\n\n - Have accomplished impressive things in your life, whether professionally, academically, competitively, or otherwise\n\n\n\nThis is a founding role, and that is reflected in scope, equity, and upside.\n\n","compensation":{"compensationTierSummary":"$90K – $130K • Offers Equity","scrapeableCompensationSalarySummary":"$90K - $130K","compensationTiers":[{"id":"0613411a-54df-4af2-aeae-686bdb303785","tierSummary":"$90K – $130K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"bc54516c-fbd4-4c6d-bc89-ff804f670afe","summary":"$90K – $130K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":90000,"maxValue":130000},{"id":"9cc79874-90b1-4f3b-943e-2fd3e4cd4c3d","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":90000,"maxValue":130000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"996caf1d-f956-40ba-926f-abaa0f7eab76","title":"Founding Sales Development Representative","department":"Operations","team":"Operations","employmentType":"FullTime","location":"New York City","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-09-24T17:00:56.033+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York City"}},"jobUrl":"https://jobs.ashbyhq.com/fernstone/996caf1d-f956-40ba-926f-abaa0f7eab76","applyUrl":"https://jobs.ashbyhq.com/fernstone/996caf1d-f956-40ba-926f-abaa0f7eab76/application","descriptionHtml":"Fernstone is building a new kind of insurance company: we combine AI with expert advisors to place insurance faster and at better terms.
Insurance is a $1T category that still runs on pen and paper. We believe AI will fundamentally reshape how insurance is bought, sold, and serviced.
We’ve raised $3M from YCombinator and other notable investors.
Fernstone was founded by James (BCG, Traba, UChicago) and Bryant (Google, SentiLink, Vanderbilt). We work in-person in our NYC office.
Since the start of the year we’ve grown from 0 to 500+ customers – we’ve built a compelling product with an average sales cycle of 15 days, and now we are scaling it up to reach thousands more.
As Founding SDR and our first dedicated sales hire, you will own demand generation across growth and sales:
Outbound (40%): create and own our outbound channel - reach prospects through phone calls, convert interest into booked meetings
Inbound (40%): meet with a healthy pipeline of interested customers, qualify them, close them
Growth (20%): transmit sales execution work into scalable systems – generate and enrich leads, create sequences, and stand up new verticals to expand top of funnel
You are:
Competitive
Ambitious
Gritty
Intelligent
A team player
We’ll be most excited if you:
Have 0 - 2+ years of experience working on a team that requires outcome ownership (sales, high-growth startup, consulting/finance)
Have accomplished impressive things in a competitive environment – whether professional, academic, athletic, or otherwise
Have built something before and are excited about ownership, ambiguity, and fast execution
This is a founding role, and that is reflected in scope, compensation, and upside.
","descriptionPlain":"Fernstone is building a new kind of insurance company: we combine AI with expert advisors to place insurance faster and at better terms. \n\nInsurance is a $1T category that still runs on pen and paper. We believe AI will fundamentally reshape how insurance is bought, sold, and serviced.\n\nWe’ve raised $3M from YCombinator and other notable investors.\n\nFernstone was founded by James http://bookface.ycombinator.com/user/737672/linkedin_redirect?key=f4f026c4cd7e51d1014e2de378f0e60f559cb6ac (BCG, Traba, UChicago) and Bryant https://www.linkedin.com/in/bryant-le-3884a7134/ (Google, SentiLink, Vanderbilt). We work in-person in our NYC office.\n\n\n\nSince the start of the year we’ve grown from 0 to 500+ customers – we’ve built a compelling product with an average sales cycle of 15 days, and now we are scaling it up to reach thousands more.\n\n\n\nAs Founding SDR and our first dedicated sales hire, you will own demand generation across growth and sales:\n\n - Outbound (40%): create and own our outbound channel - reach prospects through phone calls, convert interest into booked meetings\n\n - Inbound (40%): meet with a healthy pipeline of interested customers, qualify them, close them\n\n - Growth (20%): transmit sales execution work into scalable systems – generate and enrich leads, create sequences, and stand up new verticals to expand top of funnel\n\n\n\nYou are:\n\n - Competitive\n\n - Ambitious\n\n - Gritty\n\n - Intelligent\n\n - A team player\n\n\n\nWe’ll be most excited if you:\n\n - Have 0 - 2+ years of experience working on a team that requires outcome ownership (sales, high-growth startup, consulting/finance)\n\n - Have accomplished impressive things in a competitive environment – whether professional, academic, athletic, or otherwise\n\n - Have built something before and are excited about ownership, ambiguity, and fast execution\n\nThis is a founding role, and that is reflected in scope, compensation, and upside.","compensation":{"compensationTierSummary":"$65K – $90K • Offers Equity • Offers Commission • On target est. $85-90K","scrapeableCompensationSalarySummary":"$65K - $90K","compensationTiers":[{"id":"928ac667-c275-46f7-9bfc-102428d114a6","tierSummary":"$65K – $90K • Offers Equity • Offers Commission • On target est. $85-90K","title":null,"additionalInformation":"On target est. $85-90K","components":[{"id":"c09e3417-886e-4535-afb6-655440c66609","summary":"$65K – $90K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":65000,"maxValue":90000},{"id":"23b19c3c-488d-48fb-ace1-3f6a845add5a","summary":"Offers Commission","compensationType":"Commission","interval":"1 YEAR","currencyCode":"USD","minValue":null,"maxValue":null},{"id":"f667e0d3-b788-49e6-b79c-0bc14960637c","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":65000,"maxValue":90000},{"compensationType":"Commission","interval":"1 YEAR","currencyCode":"USD","minValue":null,"maxValue":null},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"1ed69830-8609-4111-9479-0dd0a20db99a","title":"Growth & Operations Analyst","department":"Operations","team":"Operations","employmentType":"FullTime","location":"New York City","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-09-27T05:06:33.285+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York City"}},"jobUrl":"https://jobs.ashbyhq.com/fernstone/1ed69830-8609-4111-9479-0dd0a20db99a","applyUrl":"https://jobs.ashbyhq.com/fernstone/1ed69830-8609-4111-9479-0dd0a20db99a/application","descriptionHtml":"Fernstone is building a new kind of insurance company: we combine AI with expert advisors to place insurance faster and at better terms.
Insurance is a $1T category that still runs on pen and paper. We believe AI will fundamentally reshape how insurance is bought, sold, and serviced.
We’ve raised $3M from YCombinator and other notable investors.
Fernstone was founded by James (BCG, Traba, UChicago) and Bryant (Google, SentiLink, Vanderbilt). We work in-person in our NYC office.
Since the start of the year we’ve grown from 0 to 500+ customers – we’ve built a compelling product with an average sales cycle of 15 days, and now we are scaling it up to reach thousands more.
As Growth & Operations analyst you will own demand generation across growth and sales:
Outbound: create and own our outbound channel - reach prospects through phone calls, convert interest into booked meetings
Inbound: meet with a healthy pipeline of interested customers, qualify them, close them
Growth: transmit sales execution work into scalable systems – generate and enrich leads, create sequences, and stand up new verticals to expand top of funnel
You are:
Competitive
Ambitious
Gritty
Intelligent
A team player
We’ll be most excited if you:
Have 0 - 2+ years of experience working on a team that requires outcome ownership (sales, high-growth startup, consulting/finance)
Have accomplished impressive things in a competitive environment – whether professional, academic, athletic, or otherwise
Have built something before and are excited about ownership, ambiguity, and fast execution
This is a founding role, and that is reflected in scope, compensation, and upside.
","descriptionPlain":"Fernstone is building a new kind of insurance company: we combine AI with expert advisors to place insurance faster and at better terms. \n\nInsurance is a $1T category that still runs on pen and paper. We believe AI will fundamentally reshape how insurance is bought, sold, and serviced.\n\nWe’ve raised $3M from YCombinator and other notable investors.\n\nFernstone was founded by James http://bookface.ycombinator.com/user/737672/linkedin_redirect?key=f4f026c4cd7e51d1014e2de378f0e60f559cb6ac (BCG, Traba, UChicago) and Bryant https://www.linkedin.com/in/bryant-le-3884a7134/ (Google, SentiLink, Vanderbilt). We work in-person in our NYC office.\n\n\n\nSince the start of the year we’ve grown from 0 to 500+ customers – we’ve built a compelling product with an average sales cycle of 15 days, and now we are scaling it up to reach thousands more.\n\n\n\nAs Growth & Operations analyst you will own demand generation across growth and sales:\n\n - Outbound: create and own our outbound channel - reach prospects through phone calls, convert interest into booked meetings\n\n - Inbound: meet with a healthy pipeline of interested customers, qualify them, close them\n\n - Growth: transmit sales execution work into scalable systems – generate and enrich leads, create sequences, and stand up new verticals to expand top of funnel\n\n\n\nYou are:\n\n - Competitive\n\n - Ambitious\n\n - Gritty\n\n - Intelligent\n\n - A team player\n\n\n\nWe’ll be most excited if you:\n\n - Have 0 - 2+ years of experience working on a team that requires outcome ownership (sales, high-growth startup, consulting/finance)\n\n - Have accomplished impressive things in a competitive environment – whether professional, academic, athletic, or otherwise\n\n - Have built something before and are excited about ownership, ambiguity, and fast execution\n\nThis is a founding role, and that is reflected in scope, compensation, and upside.","compensation":{"compensationTierSummary":"$65K – $90K • Offers Equity • Offers Commission • On target est. $85-90K","scrapeableCompensationSalarySummary":"$65K - $90K","compensationTiers":[{"id":"e91a2441-7786-4b8c-9827-f39a91934008","tierSummary":"$65K – $90K • Offers Equity • Offers Commission • On target est. $85-90K","title":null,"additionalInformation":"On target est. $85-90K","components":[{"id":"e0895b19-2e40-41dd-882f-c75da8664299","summary":"$65K – $90K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":65000,"maxValue":90000},{"id":"c9eff616-65bc-4a3c-8620-5911007793c4","summary":"Offers Commission","compensationType":"Commission","interval":"1 YEAR","currencyCode":"USD","minValue":null,"maxValue":null},{"id":"45a7d596-e363-460f-904e-c66844a6d050","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":65000,"maxValue":90000},{"compensationType":"Commission","interval":"1 YEAR","currencyCode":"USD","minValue":null,"maxValue":null},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"1b9df8c7-1da0-44db-8d19-0f51b3710f32","title":"Founding Engineer","department":"Engineering","team":"Engineering","employmentType":"FullTime","location":"New York City","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-09-27T04:57:16.129+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York City"}},"jobUrl":"https://jobs.ashbyhq.com/fernstone/1b9df8c7-1da0-44db-8d19-0f51b3710f32","applyUrl":"https://jobs.ashbyhq.com/fernstone/1b9df8c7-1da0-44db-8d19-0f51b3710f32/application","descriptionHtml":"About Fernstone:
Fernstone is building a new kind of insurance company: we combine AI with expert advisors to place insurance faster and at better terms.
We think AI will fundamentally reshape how insurance is bought and sold – and the new winners in this $1T category will compete directly with legacy insurers instead of selling software to them.
We’ve raised $3M from Y Combinator and other notable investors, and have grown from 0 to 500+ customers since launching at the start of the year.
Fernstone was founded by James (BCG, Traba, UChicago), and Bryant (Google, SentiLink, Vanderbilt). We work in-person in our NYC office.
The role:
As founding engineer (and engineering hire #2), you’ll have a substantial role in building our product. You’ll work directly with the operators using your product, own critical systems across the stack, and help set the technical direction of the company. Your work will have a direct impact on how we operate, serve customers, and grow.
What you’ll work on:
Own outcomes: partner with our operations team to learn how insurance work gets done, identify the biggest opportunities, and decide what to build.
Build across the stack: Design and build complete features across the interface, application logic, data model, and infrastructure.
Engineer for the real world: Create reliable workflows where accuracy matters, outside systems fail, and events may unfold over days or weeks
Develop practical AI: Build systems that interpret information, automate multi-step work, and recognize when a person needs to step in.
What we look for:
2+ YOE
You’ve shipped and maintained production software that people depend on.
You can take an ambiguous business problem, ask good questions, and turn it into a focused solution.
You have strong backend and relational database fundamentals, and you’re comfortable building a polished frontend.
You think carefully about data correctness, failure handling, and how systems behave after deployment.
You have practical experience building with language models, including evaluating their output and handling mistakes.
You use AI development tools effectively and take responsibility for understanding, reviewing, and debugging the code you ship.