# Hedge Opens 16 Founding Roles to Build an AI-Native Specialty Insurer **Author:** Zero G Talent **Published:** 2026-10-22 **Category:** business-finance **Tags:** yc-hiring [Read on Zero G Talent](https://zerogtalent.com/blog/hedge-opens-16-founding-roles-to-build-an-ai-native-specialty-insurer) --- San Francisco startup [Hedge](https://zerogtalent.com/ai-companies/hedge) has opened 16 founding positions across engineering, underwriting, sales, and specialized wholesale brokerage lines. Founded in 2026 and backed by Y Combinator as part of its P26 batch, the company is assembling an in-person core team to build what it describes as an AI-native specialty insurance company. While Hedge lists an initial team size of two people, its hiring plan covers vertical commercial lines spanning trucking, medical malpractice, cyber, entertainment, and commercial auto. ## Automated Systems and Insurance Roots Hedge is led by co-founders [Luke Button](https://zerogtalent.com/people/luke-button) and [Luke Rosa](https://zerogtalent.com/people/luke-rosa), both of whom bring backgrounds from operational tech startups and insurance. Button serves as CEO. He previously founded Fernstone, an AI-powered retail insurance brokerage that raised $500,000 in seed capital and participated in Y Combinator’s F25 batch. Before that, Button led a growth team at Traba, worked as Head of Growth at Antimetal, and co-founded Contrast, which was acquired. He holds a bachelor’s degree in philosophy from St. John's University. Rosa previously worked as Head of Scaled Systems at Traba, a Series A company backed by Founders Fund and Khosla Ventures. In that role, he "replaced humans with AI agents to manage $20 MM+ in revenue." Rosa studied economics at the University of Chicago. ## Building Across Specialty Lines Specialty insurance typically covers high-complexity, non-standard risks that traditional automated policy forms bypass. Hedge’s hiring points to a strategy that pairs machine systems with specialized domain coverage. The company is recruiting specialized brokers for specific risk categories, including the [Founding Wholesale Broker - Entertainment](https://zerogtalent.com/ai-jobs/hedge/founding-wholesale-broker-entertainment-106816) and the [Founding Wholesale Broker - Medical Malpractice](https://zerogtalent.com/ai-jobs/hedge/founding-wholesale-broker-medical-malpractice-106815). The brokerage postings also cover commercial auto, property, casualty and excess, trucking, and professional lines. On the technical and underwriting side, Hedge is hiring a [Founding Engineer](https://zerogtalent.com/ai-jobs/hedge/founding-engineer-106795) to lead product development and a [Founding Underwriter](https://zerogtalent.com/ai-jobs/hedge/founding-underwriter-106791) to structure policy risk. Fourteen of the sixteen open roles are based on-site in San Francisco, while two senior executive roles are open to remote candidates across the United States. ## Open Roles at Hedge All salaries below reflect the exact ranges provided by the company. | Role | Location | Work Mode | Salary | | :--- | :--- | :--- | :--- | | [Founding Engineer](https://zerogtalent.com/ai-jobs/hedge/founding-engineer-106795) | San Francisco - In Office | Onsite | $150,000 – $250,000 USD / year | | [Founding Underwriter](https://zerogtalent.com/ai-jobs/hedge/founding-underwriter-106791) | San Francisco - In Office | Onsite | $125,000 – $250,000 USD / year | | [Founding Wholesale Broker - Entertainment](https://zerogtalent.com/ai-jobs/hedge/founding-wholesale-broker-entertainment-106816) | San Francisco - In Office | Onsite | $125,000 – $250,000 USD / year | | [Founding Wholesale Broker - Medical Malpractice](https://zerogtalent.com/ai-jobs/hedge/founding-wholesale-broker-medical-malpractice-106815) | San Francisco - In Office | Onsite | $125,000 – $250,000 USD / year | | [Founding Wholesale Broker - Commercial Auto](https://zerogtalent.com/ai-jobs/hedge/founding-wholesale-broker-commercial-auto-106792) | San Francisco - In Office | Onsite | $125,000 – $250,000 USD / year | | [Founding Wholesale Broker - Property](https://zerogtalent.com/ai-jobs/hedge/founding-wholesale-broker-property-106794) | San Francisco - In Office | Onsite | $125,000 – $250,000 USD / year | | [Founding Wholesale Broker - Casualty and Excess](https://zerogtalent.com/ai-jobs/hedge/founding-wholesale-broker-casualty-and-excess-106798) | San Francisco - In Office | Onsite | $125,000 – $250,000 USD / year | | [Founding Wholesale Broker - Professional Lines, Management Liability, and Cyber](https://zerogtalent.com/ai-jobs/hedge/founding-wholesale-broker-professional-lines-management-liability-and-cyber-106799) | San Francisco - In Office | Onsite | $125,000 – $250,000 USD / year | | [Founding Wholesale Broker - Trucking](https://zerogtalent.com/ai-jobs/hedge/founding-wholesale-broker-trucking-106796) | San Francisco - In Office | Onsite | $125,000 – $250,000 USD / year | | [Founding Head of Partnerships](https://zerogtalent.com/ai-jobs/hedge/founding-head-of-partnerships-106786) | Remote (US) | Remote | $120,000 – $250,000 USD / year | | [Founding Head of Markets](https://zerogtalent.com/ai-jobs/hedge/founding-head-of-markets-106790) | Remote (US) | Remote | $125,000 – $200,000 USD / year | | [Founding Account Executive](https://zerogtalent.com/ai-jobs/hedge/founding-account-executive-106787) | San Francisco - In Office | Onsite | $110,000 – $150,000 USD / year | | [Founding Growth Operations](https://zerogtalent.com/ai-jobs/hedge/founding-growth-operations-106797) | San Francisco - In Office | Onsite | $110,000 – $150,000 USD / year | | [Business Development Representative](https://zerogtalent.com/ai-jobs/hedge/business-development-representative-106793) | San Francisco - In Office | Onsite | $60,000 – $100,000 USD / year | | [Founding Sales Development Representative (SDR)](https://zerogtalent.com/ai-jobs/hedge/founding-sales-development-representative-sdr-106789) | San Francisco - In Office | Onsite | $60,000 – $100,000 USD / year | | [General Application](https://zerogtalent.com/ai-jobs/hedge/general-application-106788) | San Francisco - In Office | Onsite | $125,000 – $250,000 USD / year | [See all open roles at Hedge](https://zerogtalent.com/ai-companies/hedge) --- *Source: [Zero G Talent](https://zerogtalent.com), the job board for space, defense, AI, robotics and frontier-tech companies.*