Backed by Sequoia.
About the role
As a member of our R&D organization, you’ll build AI-native products that help us serve our clients’ complex risk needs. You’ll work at the intersection of large language models, complex business workflows, and real production systems. You’ll turn manual, expertise-heavy processes into reliable, autonomous capabilities.
What they're looking for
- 4+ years of experience building software in production environments, with hands-on experience applying LLMs to real-world problems
- 2+ years at the same company in a prior role, with demonstrated promotions and recognition
- You’ve built AI-powered solutions that real users depend on. You understand prompt engineering and the challenges of making AI reliable in production
- Strong software engineering fundamentals: you write clean code, design sensible systems, and ship consistently
- High EQ and strong communication skills. You can work closely with non-technical teams, understand their workflows deeply, and translate that understanding into practical solutions
More about this role
Job Type: Full-Time
WithCoverage replaces the traditional insurance brokerage with AI-supercharged risk management designed for the modern economy.
We partner with hundreds of high-growth, category-defining companies, including GoPuff, Eight Sleep, Bombas, Chomps, and Blank Street Coffee. Our clients span iconic consumer brands, hospitality leaders, GCs, advanced manufacturers, and next-generation defense contractors. They operate in complex risk environments and need a partner that can move at their speed.
Instead of a fragmented, manual brokerage stack, we have built a new category: elite risk advisors operating on top of proprietary technology. Our in-house Agency Management System gives our team and AI agents full visibility into policies, exposures, claims, billing, and commissions. This platform enables deep automation, better decisions, and a fundamentally higher standard of service.
WithCoverage was founded by JD Ross (co-founder of Opendoor) and Max Brenner (Bain, Compound). We have raised over $43M from leading investors including Sequoia, 8VC, Khosla Ventures and Crystal Venture Partners.
Our ambition is not to build a better brokerage. It is to redefine how risk is...
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