Risk Advisor
About WithCoverage
We replace the traditional insurance brokerage with AI-supercharged risk management designed for the modern economy. We partner with high-growth, category-defining companies including GoPuff, Eight Sleep, Bombas, Chomps, and Blank Street Coffee. Our clients span various industries and need a partner that can move at their speed.
WithCoverage has 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.
We were 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. 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.
About The Role
We are looking for a Risk Advisor to own client relationships end-to-end and help scale a risk vertical. You will work directly with business leaders to assess exposures, participate in Risk Analyses, and deliver tailored solutions that drive measurable impact.
What You’ll Do
- Own and manage a portfolio of client accounts end-to-end, driving strong relationships and delivering exceptional service.
- Build and refine playbooks for your vertical to create repeatable, scalable best practices for future advisors.
- Collaborate closely with the Growth, Product, and Ops teams to ensure seamless execution and a differentiated client experience.
- Translate client needs into actionable insights for underwriting, operations, and product improvements.
- Track and report key client metrics to identify opportunities for expansion, efficiency, and impact.
- Contribute to the culture of excellence, curiosity, and accountability that defines our team.
Who You Are
- 2+ years into your career, ideally with experience in commercial insurance, risk management, or client advisory roles.
- Confident leading high-stakes client conversations and comfortable presenting analyses or proposals.
- Strong critical thinking skills, with experience evaluating complex coverage programs, synthesizing risk, coverage, and cost considerations, and translating analysis into actionable strategies.
- Deeply curious about how businesses operate and motivated to become a trusted advisor to their leaders.
- Strong communicator who thrives in fast-moving, collaborative environments.
- Hightly detail-oriented and accountable — you own outcomes, not just tasks.
- Coachable and eager to learn; open to feedback and committed to growth.
- Drawn to environments where performance is rewarded with real upside and autonomy.
- Hardworking, kind, and humble — the type of teammate others want to work with.
What We Offer
- Competitive compensation that includes equity
- Comprehensive benefit plans for medical, dental, vision, life, and disability
- Pre-tax accounts (FSA, HSAs, dependent care FSAs, commuter savings)
- Human Interest: 401(k) provider
- Time Off: Flexible time off, sick leave, family and medical leave, major national holidays
- A curated in-office employee experience, designed to foster community, team connections, and innovation
- Collaborative, transparent, and fun culture