WithCoverage

WithCoverage is redefining risk management for the modern economy. Founded by JD Ross (co-founder of Opendoor) and Max Brenner (Bain, Compound), WithCoverage replaces the traditional insurance brokerage with an AI-supercharged risk management solution designed for ambitious, high-growth businesses.

The insurance brokerage industry has long left businesses overpaying for coverage, inadequately protected, and stuck with a non-transparent, disorganized experience. WithCoverage changes that by combining an elite team of risk advisors, attorneys, and claims professionals with proprietary technology to deliver a holistic, continuous risk management service.

WithCoverage partners with hundreds of category-defining companies including GoPuff, Eight Sleep, Bombas, Chomps, Blank Street Coffee, Hungryroot, Salt & Straw, and Happy Dad. Clients span iconic consumer brands, hospitality leaders, general contractors, advanced manufacturers, and next-generation defense contractors operating in complex risk environments.

Backed by over $43M from Sequoia, 8VC, Khosla Ventures, and Crystal Venture Partners, WithCoverage's ambition is not to build a better brokerage — it's to redefine how risk is managed across the economy.

The company operates as a subject matter expert across multiple verticals including CPG, restaurants, hospitality, technology, construction, manufacturing, transportation, private equity, and real estate — with plans to expand into medical and data centers.

Unlike traditional brokers who operate as generalists and only show up at renewal time, WithCoverage provides a continuous service where clients pay a flat fee based on the complexity of their business and gain access to attorneys, claims professionals, risk advisors, and an AI-powered platform — all on a single engagement.