Startups

Claims Paralegal

WithCoverage · Remote · Remote

← All jobs
About WithCoverage

Backed by Sequoia.

About the role

As Claims Paralegal, you'll support claims across our book of commercial accounts, reporting to the Head of Claims, Phil Wilusz, and working closely with our Claims Counsel and Claims Managers. You'll keep every matter moving: preparing and submitting loss notices, gathering documentation from clients, tracking deadlines and carrier responses, and maintaining claim files that are complete and audit-ready.

What they're looking for

  • Experienced paralegal or claims professional with 2–5 years supporting commercial insurance claims, insurance litigation, or coverage matters within a carrier, law firm, or brokerage environment
  • Paralegal certificate and/or bachelor's degree preferred, familiarity with commercial policy forms (GL, Property, D&O, Cyber, Marine/Cargo) is a strong plus
  • Highly organized and detail-oriented, able to manage a high volume of active matters, deadlines, and documents without letting anything slip
  • Strong writer and communicator who can draft clear correspondence and interact professionally with clients, carriers, adjusters, and outside counsel
  • Tech-savvy and process-minded, comfortable working in claims or matter-management systems and eager to use automation and AI tools to work more efficiently
  • Collaborative and proactive, thriving in a fast-moving startup setting with strong judgment, humility, and a bias toward action and continuous improvement
More about this role

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...

Read the full posting on WithCoverage's site ↗

ClaimsPhil

Build your edge while you search

Free tools for founders and investors, plus VC Unfiltered, our take on startups, venture and the people who build them.