--- title: 'Lead Risk Advisor at WithCoverage' canonical: 'https://feeny.ai/job/lead-risk-advisor-withcoverage-new-york-dvwsnx94105e' type: 'job' last_seen: '2026-09-08' --- # Lead Risk Advisor at WithCoverage - **Company:** WithCoverage - **Location:** New York, NY - **Posted:** 2025-10-23 - **Last confirmed live:** 2026-09-08 - **Apply:** https://job-boards.greenhouse.io/withcoverage/jobs/4049815009 ## Job description Lead Risk Advisor Location: New York, NY, Philadelphia About [WithCoverage](https://withcoverage.com/): 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 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. 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 ## Company Overview - **One-liner**: WithCoverage provides a modern risk management solution for ambitious businesses, combining an expert team of insurance attorneys and advisors with an AI-powered digital platform to optimize coverage, reduce costs, and manage claims. - **Entity Type**: Private (Series B – raised $42M in January 2026) - **Headquarters**: New York, New York, United States - **Founded**: 2023 - **Founders**: Max Brenner (Co-Founder & CEO), JD Ross (Co-Founder) ## Core Business - **Primary industry**: Insurance brokerage / risk management - **Target customers**: B2B – ambitious, scaling businesses (startups, growth-stage companies, enterprises) that lack an in-house risk management team - **Mission**: Set a new standard for the insurance brokerage industry by delivering transparent, technology-driven, and proactive risk management. ## Products & Services - **Risk Management Platform (Digital Dashboard)**: A single platform to view and manage all policies, certificates of insurance (COIs), claims tracking, and coverage details – replacing PDFs and spreadsheets. - **AI-Powered Analysis**: AI analyzes policies, compares coverage, and makes recommendations to improve protection and drive premium savings. - **Risk Advisory & Claims Team**: A dedicated team of insurance experts and attorneys who develop a tailored risk management plan, handle claims end-to-end, and proactively implement loss prevention strategies. - **Digital Applications & Certificates of Insurance**: Streamlined application process and automated COI issuance. ## Market Standing - **Valuation/Market Cap**: Not disclosed - **Key Metric**: Total funding raised – $42M (Series B, January 2026) - **Notable Investors/Partners**: Sequoia Capital, Khosla Ventures, 8VC, Crystal Venture Partners, Night Ventures (and others per CBInsights). Clients include GoPuff, Chomps, Hungryroot, Blank Street, Bombas, Eight Sleep, Bluestone Lane, Salt & Straw, Kitsch, Happy Dad, Elephante. - **Growth Signals**: Founded in 2023, raised $42M Series B within ~3 years; headcount of 71 employees (LinkedIn, mid-2026); active hiring with 16+ open positions; offices in New York, Austin, San Francisco, Chicago, Philadelphia, Salt Lake City. ## Competitive Advantages - **Expertise + Technology**: Combines a team of insurance attorneys and risk advisors with an AI platform – unlike traditional brokers who rely solely on manual processes. - **Transparency & Alignment**: Incentives aligned with client savings; proactive claims handling and coverage improvements. - **Scalable Solution**: Designed for businesses that lack an internal risk management function, offering a white-glove service that scales with growth. - **Modern Experience**: Digital-first platform replaces opaque, document-heavy insurance management. ## Strategic Focus - **Disrupting traditional insurance brokerage** by targeting ambitious companies that are underserved by legacy brokers. - **Scaling the team** across engineering, sales, risk advisory, and partnerships to support rapid growth. - **Expanding geographic presence** with multiple US offices and remote roles. - **Deepening AI capabilities** to further automate policy analysis and risk recommendations. ## Why Work Here - **Culture**: Fast-paced, mission-driven environment focused on innovation in a legacy industry. Team includes insurance experts, software engineers, product designers, business operators, and attorneys. - **Work Model**: Hybrid with multiple office hubs (New York, Austin, San Francisco, Chicago, Philadelphia, Salt Lake City) and some fully remote roles (e.g., BDR Manager, Claims Support Specialist). - **Notable Perks**: Opportunity to define the future of risk management; work with a well-funded, early-stage company backed by top-tier VCs; hands-on impact from day one. - **Engineering Culture**: Emphasis on building an AI-native platform; roles like “Member of Technical Staff” and “Software Engineer – Product” indicate a strong product-engineering collaboration. ## Sources 1. [withcoverage.com](https://withcoverage.com/) 2. [greenhouse.io](https://job-boards.greenhouse.io/withcoverage) 3. [cbinsights.com](https://www.cbinsights.com/company/with-coverage) 4. [linkedin.com](https://www.linkedin.com/company/withcoverage) ## Other roles at WithCoverage - [Senior Accounting Manager](https://feeny.ai/job/senior-accounting-manager-withcoverage-new-york-y9fyjxs56ntz) — New York, NY - [Director, Enterprise Growth](https://feeny.ai/job/director-enterprise-growth-withcoverage-new-york-pqnsm0ag8vvt) — New York, NY - [Client Service Manager](https://feeny.ai/job/client-service-manager-withcoverage-st-louis-wqk62zxw2t3t) — St Louis, MO - [GM, Demand Generation](https://feeny.ai/job/gm-demand-generation-withcoverage-new-york-pv15vjkq76ky) — New York, NY - [Events Marketing Manager](https://feeny.ai/job/events-marketing-manager-withcoverage-new-york-c5ypwcbtadj5) — New York, NY - [Staff Software Engineer - App & Cloud Security](https://feeny.ai/job/staff-software-engineer-app-cloud-security-withcoverage-new-york-jydj2bkpyhq2) — New York, NY - [GTM Lead - Data Centers](https://feeny.ai/job/gtm-lead-data-centers-withcoverage-new-york-4e6z94r5dhmr) — New York, NY - [GTM Lead - Private Equity](https://feeny.ai/job/gtm-lead-private-equity-withcoverage-new-york-ttqzs4bxjvtc) — New York, NY - [GTM Lead - Data Centers](https://feeny.ai/job/gtm-lead-data-centers-withcoverage-new-york-500d72v77erw) — New York, NY - [Lead Risk Advisor — Construction](https://feeny.ai/job/lead-risk-advisor-construction-withcoverage-new-york-new-york-united-states-6c3jsmm9ezrt) — New York New York United States Philadelphia Pennsylvania, United States