Lead Risk Advisor
- Pay
- $140,000 – $190,000 per year
- Location
- New York, NY or Philadelphia, PA
- Listed
- 4 days ago
About the role
Location: New York, NY, or Philadelphia, PA
About The Role
We're looking for a Lead 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, lead 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.
- 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.
Who You Are
- 4-7 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.
- 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.
Pay and benefits
For candidates based in the United States, the expected OTE pay range for this position at the start of employment is $140,000 - $190,000/year. Actual compensation will vary based on individual factors, including market location, relevant experience, and role scope. In addition to base salary, this role is eligible for variable compensation tied to performance or quota attainment, where applicable. WithCoverage's Total Rewards package for full-time employees also includes equity participation and comprehensive 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
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.
From WithCoverage's careers page, first listed on Rolev.ai on November 5, 2026. Rolev.ai is not the employer.
How Rolev.ai helps with this application
Rolev.ai is a job search and application tool for US job seekers. For this Lead Risk Advisor role at WithCoverage, it shows how your resume fits, tailors your resume to the posting, and prepares the application for you to review.
See how you fit
Openings from employer career sites are ranked against your whole resume—and searchable inside Claude, ChatGPT, and Cursor via Rolev.ai MCP.
Tailor without inventing
Every change to your resume is checked against your original. New experience goes in only with your yes—zero fabricated claims.
Draft the full kit
Tailored and Full Match resumes, role-specific cover letters, and answers to employer screening questions are prepared in seconds.
1-Click Extension Autofill
The Chrome extension fills the employer's Greenhouse, Workday, Lever, or Ashby form in 1 click. You review it and press Submit.
Common questions
What is the salary for the Lead Risk Advisor role at WithCoverage?
The Lead Risk Advisor posting at WithCoverage states compensation of $140,000 – $190,000 per year. Final pay may depend on location, experience, and interview evaluation on WithCoverage's official career site.
Where is the Lead Risk Advisor job at WithCoverage located?
This Lead Risk Advisor position at WithCoverage is located in New York, NY or Philadelphia, PA. Always check WithCoverage's application page for specific state eligibility or relocation policies.
How do I apply for the Lead Risk Advisor position at WithCoverage?
This listing links directly to WithCoverage's Greenhouse application page. You can apply directly on WithCoverage's site, or use Rolev.ai to check your resume fit, generate a zero-hallucination tailored resume and cover letter for this posting, and autofill the Greenhouse application form in 1 click with the Rolev.ai Chrome extension. You always review the form and press Submit yourself.