WithCoverage provides a team of insurance experts and claims attorneys paired with an AI-native risk management platform to better protect your business. Backed by Sequoia.
About the role
We’re looking for a Lead Risk Advisor to own client relationships end-to-end and help scale a risk vertical. You’ll work directly with business leaders to assess exposures, lead Risk Analyses, and deliver tailored solutions that drive measurable impact. Found on 1752vc Careers, the job board for startup and VC roles.
What they're looking for
- 4–7 years into your career, ideally with experience in commercial insurance , risk management, or client advisory roles
- Confident leading high-stakes client conversations and comfortable presenting analyses or proposals
- Deeply curious about how businesses operate and motivated to become a trusted advisor to their leaders
- Strong communicator who thrives in fast-moving, collaborative environments
- Highly detail-oriented and accountable — you own outcomes, not just tasks
- Coachable and eager to learn, open to feedback and committed to growth
More about this role
Lead Risk Advisor
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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