About the job
About WithCoverage:
At WithCoverage, we are revolutionizing the traditional insurance brokerage model by integrating AI-powered risk management tailored for the modern economy.
We collaborate with a diverse portfolio of high-growth, cutting-edge companies such as GoPuff, Eight Sleep, Bombas, Chomps, and Blank Street Coffee. Our clientele includes renowned consumer brands, hospitality leaders, general contractors, advanced manufacturers, and forward-thinking defense contractors, all of whom thrive in complex risk environments and require a partner that can keep pace with their rapidly changing needs.
Rather than relying on a disjointed, manual brokerage approach, we have established a new category of elite risk advisors supported by our proprietary technology. Our in-house Agency Management System provides transparency into policies, exposures, claims, billing, and commissions, enabling profound automation, informed decision-making, and a significantly elevated standard of service.
Founded by JD Ross (co-founder of Opendoor) and Max Brenner (Bain, Compound), WithCoverage has successfully raised over $43M from notable investors including Sequoia, 8VC, Khosla Ventures, and Crystal Venture Partners. We experienced a growth rate exceeding 10x last year while remaining cash-flow positive, and we are only scratching the surface of our potential.
Our mission transcends merely improving brokerage services; we aim to redefine risk management across various sectors.
Why Join Us:
- Accelerated Growth – As we scale rapidly, there are substantial opportunities for you to learn, lead, and influence both your career trajectory and the future of our company.
- Meaningful Work – We safeguard the world’s most innovative brands, from consumer icons to industry-leading hospitality and next-gen defense contractors.
- Industry Redefinition – Insurance represents one of the largest, most sluggish markets. We are rewriting the playbook with advanced technology, automation, and AI.
- Competitive Rewards – We attract top talent and invest in our people. This includes competitive compensation, meaningful equity, and exceptional benefits. We strongly advocate for internal promotions and provide a clear path for career advancement.
About The Role:
We are on the lookout for a strategic and proactive Digital Marketing Lead to design and implement our digital lead generation strategy.
This is a pivotal role where you will collaborate closely with our Growth Leads, Business Development Representatives, and Community teams to generate high-quality inbound leads and establish repeatable processes.

