About the job
Risk Advisor
Location: New York, NY or Philadelphia, PA
About WithCoverage:
WithCoverage revolutionizes the traditional insurance brokerage model through AI-enhanced risk management tailored for today’s economy.
We collaborate with a diverse array of high-growth, category-defining companies such as GoPuff, Eight Sleep, Bombas, Chomps, and Blank Street Coffee. Our clientele includes renowned consumer brands, leaders in hospitality, general contractors, advanced manufacturers, and next-generation defense firms. These organizations operate in intricate risk landscapes and require a partner capable of adapting swiftly.
Rather than a disjointed, manual brokerage system, we’ve established a new paradigm: elite risk advisors leveraging proprietary technology. Our proprietary Agency Management System provides our team and AI agents with comprehensive visibility into policies, exposures, claims, billing, and commissions. This platform empowers deep automation, informed decision-making, and a significantly enhanced service standard.
Founded by JD Ross (co-founder of Opendoor) and Max Brenner (Bain, Compound), we have secured over $43M from prominent investors including Sequoia, 8VC, Khosla Ventures, and Crystal Venture Partners. Our growth exceeded 10x last year while remaining cash-flow positive, and we are only at the beginning of our journey.
Our goal is not merely to create a better brokerage, but to fundamentally transform risk management across the economy.
Why Join Us:
- Accelerated Growth – Join us during our rapid expansion, offering you ample opportunities to learn, lead, and shape your career and the future of the company.
- Impactful Work – Safeguard the world’s most innovative brands: from iconic consumer goods to hospitality leaders and next-gen defense contractors.
- Industry Redefinition – Insurance is a colossal, traditionally slow-moving sector. We are rewriting the rules with cutting-edge technology, automation, and AI.
- Attractive Financial Rewards – We recruit the best talent and invest in their potential. This translates to competitive compensation, meaningful equity, and outstanding benefits. We are committed to internal promotions and lay out clear pathways for career advancement.

