Backed by Sequoia.
About the role
As a Product Manager on our R&D team, you’ll turn complex operational workflows into simple, effective products. You’ll spend much of your time close to the people doing the work: sitting with teams, understanding where processes break down, identifying where software and AI can create leverage, and translating that understanding into clear product improvements.
What they're looking for
- You have 2+ years of product management experience and likely 5+ years of total professional experience
- You are an exceptional structured thinker. You can take a complicated, ambiguous workflow and turn it into a clear problem statement, a tractable product scope, and concrete acceptance criteria
- You have strong core product management skills: scoping, prioritization, tradeoff analysis, writing clear requirements, and driving cross-functional execution
- You are highly data fluent. You naturally ask how success will be measured, define metrics as part of product development, and use evidence to decide whether to keep investing in a product
- You are AI-native in how you work. You use AI to move faster, understand technical systems, prototype ideas, and reduce the distance between an idea and something usable
- Operations or BizOps → Product. You bring strong operational intuition, analytical rigor, and a natural focus on whether the product actually improves business outcomes
More about this role
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 $50M 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 managed across the...
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