Risk Advisor

WithCoverage; New York (NY); On-site; USD 85,000 - 125,000; Full time

Benefits offered by this job

Equity

Health benefits

Pre-tax accounts

401(k) plan

Flexible time off

Community & innovation

Job summary

WithCoverage is seeking a Risk Advisor to own client relationships end-to-end and help scale a risk vertical. You will work with business leaders to assess exposures, conduct risk analyses, and deliver tailored solutions that drive measurable impact.

You will lead major client conversations, synthesize complex coverage and cost considerations, and translate analysis into actionable strategies for underwriting, operations, and product teams. A fast-moving, collaborative environment awaits.

Qualifications

• 2+ years in commercial insurance, risk management, or client advisory roles.
• Confident leading high-stakes client conversations and presenting analyses or proposals.
• Strong critical thinking, synthesizing risk, coverage and cost considerations.
• Curious about how businesses operate and becoming a trusted advisor to leaders.
• Strong communicator in fast-moving, collaborative environments.
• High accountability and willingness to own outcomes and learn.

Responsibilities

• Own and manage a portfolio of client accounts end-to-end, driving strong relationships and exceptional service.
• Build and refine playbooks for your vertical to create repeatable, scalable best practices.
• Collaborate with Growth, Product, and Ops 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 and impact.
• Contribute to a culture of excellence, curiosity, and accountability.

Skills

Client relationship management

Risk analysis

Communication

Attention to detail

Collaboration

Job description

Risk Advisor

Location: New York, NY or Philadelphia, PA

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. 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’re looking for a Risk Advisor to own client relationships end-to-end and help scale a risk vertical. You’ll work directly with business leaders to assess exposures, partake 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.


• Highly 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.

For candidates based in the United States, the expected OTE pay range for this position at the start of employment is $85,000 - $125,000/year. Actual compensation will be determined based on factors such as market location, job-related skills, experience, and qualifications. This role may also be eligible for additional variable compensation, including quota-based incentives where applicable. WithCoverage offers a comprehensive Total Rewards package for full-time employees, which includes equity grants and a robust suite of benefits.

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