GTM Lead - Real Estate

GTM Lead - Real Estate

Location: New York, NY or Remote

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.

• Grow Faster – We’re scaling quickly, giving you significant opportunities to learn, lead, and shape your career and the company's future.

• Work That Matters – We protect the world’s most innovative brands: consumer icons, hospitality leaders, next-gen defense contractors, and US manufacturers.

• Redefine an Industry – Insurance is one of the largest, slowest-moving markets. We rewrite the playbook with proprietary technology, automation, and AI.

• Financial Rewards – We hire the best and invest in you. That means competitive comp, meaningful equity, and excellent benefits. We believe strongly in internal promotion and lay out a plan for everyone's career growth.

Join With Coverage as our Real Estate Growth Lead. You will own and scale one of our fastest-growing verticals end to end. Commercial real estate owners, operators, developers, and managers face a uniquely complex risk profile: property, general liability, builders risk, environmental, EPLI for property managers, D&O, umbrella, and rising exposures from cyber and climate. Your job is to become the go-to broker for these operators and build the relationships, pipeline, and playbook that make us the default choice in the category.

This is a sales-driven leadership role. You will drive the full conversion cycle, develop deep industry relationships, and lead deal execution. We are looking for someone who wants real ownership of a vertical, thrives in a high-performance environment, and is energized by building something meaningful in a category they understand at a gut level.

• Own the Real Estate vertical. Be the true owner of one of our most strategic business lines, accountable for pipeline, relationships, and revenue.

• Drive the full conversion cycle. Generate demand through targeted outreach, run a clean and prioritized pipeline, and guide prospects through quoting, binding, and onboarding with clear communication and follow-through.

• Build the Real Estate relationship map. Develop deep relationships with principals, GPs, asset managers, and CFOs at owners, developers, syndicators, REITs, and property managers, plus the broader ecosystem: real