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About the Role
We are seeking a Lead Risk Advisor to manage client relationships from start to finish and contribute to scaling a risk vertical. This role involves working directly with business leaders to evaluate exposures, conduct Risk Analyses, and implement customized solutions that deliver measurable results.
Responsibilities
- Own and manage a portfolio of client accounts end-to-end, driving strong relationships and delivering exceptional service.
- Lead client-facing Risk Analyses with senior executives, diagnosing coverage gaps and presenting tailored insurance solutions.
- 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.
Requirements
- 4–7 years of experience, ideally in commercial insurance, risk management, or client advisory roles.
- Confident leading high-stakes client conversations and comfortable presenting analyses or proposals.
- 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.
- Highly detail-oriented and accountable.
- 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.
Location
- New York, NY
- Philadelphia, PA
Work Type
- Full-time
Experience Level
- Mid-level
Salary/Compensations
- $140,000 – $190,000/year
Benefits
- 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
- 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
About the Company
- 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.