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 managed across the economy. WithCoverage has 1,000+ customers and has built that entirely on word of mouth and events. Zero marketing spend. The product earns trust on its own. What we don't have yet is a brand — a clear, consistent story about who we are and why we win, expressed to every audience that matters. This is our founding brand and content hire. You're not joining a marketing department — you're building it. That means you set the strategy, establish the voice, and create the systems that everything else runs on. The work you do in the first 12 months will define how the category sees us for years. In insurance, people are buying the belief that we'll be there when something goes wrong. Your job is to make that belief credible and make WithCoverage the most interesting company in a category dominated by 100+ year-old incumbents. You'll define what people should think about us before they ever talk to us, and then make that show up everywhere: our founders' voices, our website, our content, our decks, our demos. This is a senior role with a hands-on mandate. You own strategy and taste, but you also execute. You've done both brand and content marketing (genuinely different skills) and you're strong in both.
Stand Out From the Crowd
Upload your resume and get instant feedback on how well it matches this job.
Job Type
Full-time
Career Level
Senior
Education Level
No Education Listed