GTM Lead - Real Estate Location: New York, NY or Remote About WithCoverage : 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.

Why Join Us

: 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.

Benefits

We believe strongly in internal promotion and lay out a plan for everyone's career growth.

About The Role

: 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.

What You’Ll Do

: 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. , Fifth Wall, MetaProp, Camber Creek, Moderne Ventures, Navitas Capital), capital partners and lenders, industry associations (BOMA, NAIOP, IREM, ICSC, ULI, NAA, NMHC), and the brokerage community.

Be present where the category is. Represent With Coverage at ICSC Las Vegas, ULI Fall and Spring Meetings, NAREE, NMHC Annual Meeting, NAA Apartmentalize, and other industry events; cultivate the connectors who shape deal flow. Shape the GTM playbook.