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Claims Counsel

Chicago, New York, Philadelphia, Remote

Claims Counsel (New York)

Location: New York, NY, Philadelphia, Chicago, or Austin + potential for Remote
Job Type: Full-Time

Salary will be commensurate with experience and expertise.

About WithCoverage:

WithCoverage is reimagining risk management and insurance for the modern economy. We protect the companies building the future—brands like GoPuff, Eight Sleep, Harry’s, Bombas, AG1, and Blank Street Coffee—so they can move fast without compromise.

Instead of a stale brokerage model, we’ve built a new category: world-class risk advisors powered by proprietary technology. From next-generation defense contractors and advanced manufacturers to iconic consumer brands and hospitality leaders, we partner with ambitious businesses to give them the confidence to scale.

Founded by JD Ross (co-founder of Opendoor) and Max Brenner (Compound, Bain), WithCoverage is disrupting a trillion-dollar industry from the inside out. We grew 10x last year while staying cash-flow positive, with backing from 8VC, Crystal Venture Partners, and other top investors.

We’re also the only brokerage that has built its own Agency Management System from scratch, giving us full control of our operations and a platform to automate more and more of the business with AI. It’s the foundation for transforming how risk is managed across the economy.

 

Why Join Us:

  • Grow Faster – We’re scaling fast, giving you outsized opportunities to learn, lead, and shape your career and the future of the company.
  • 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 great benefits. We believe strongly in internal promotion, and lay out a plan for everyone's career growth.

What You’ll Do:

  • Own complex claims end-to-end across GL, Cyber, D&O, Property, and Marine/Cargo lines—triaging new matters, confirming coverage, coordinating carrier notices, and driving resolution strategies through to closure.
  • Serve as the primary client advocate, translating coverage and litigation issues into clear guidance, managing expectations, and aligning carriers, counsel, and vendors around the client’s best outcome.
  • Analyze and negotiate coverage positions, drafting demand and rebuttal letters, challenging denials, and securing optimal defense and indemnity contributions from insurers.
  • Oversee litigation and recovery efforts, ensuring defense and coverage counsel strategies align with policy recovery, and leading loss quantification for property, cyber, and other first-party claims.
  • Manage external partners and internal team members, setting standards for claims handling, mentoring analysts, and maintaining high-quality, audit-ready files and documentation.
  • Deliver insights and reporting through claims data, dashboards, and renewal narratives—identifying trends, coverage gaps, and opportunities to improve client programs and outcomes.
  • Continuously improve processes and tools, partnering with Operations and Product to streamline claims workflows, automate documentation, and enhance the client experience.

What success looks like:

  • Shortened claim cycle times and increased recovery/indemnity percentages (especially in the first‑party).
  • Fewer coverage disputes/denials through early positioning and escalations that stick.
  • High client satisfaction (clear communication, predictable updates, strong outcomes).

Who You Are:

  • Experienced claims professional with 5–10 years managing complex commercial insurance claims—ideally across GL, Cyber, D&O, Property, and Marine/Cargo—within a carrier, law firm, or brokerage environment.
  • Coverage-driven mindset with a J.D. and active bar membership; skilled in analyzing policy wording, drafting coverage positions, and advocating for insureds in high-stakes matters.
    Full-lifecycle operator comfortable owning claims from first notice through resolution, including coverage analysis, litigation oversight, negotiation, and first-party recovery.
  • Client-focused communicator who can translate complex coverage and litigation issues into clear business guidance, maintaining calm and credibility with executives during live incidents and negotiations.
  • Hands-on leader and mentor able to review and elevate team output, establish standards, and help build playbooks, templates, and scalable claims processes.
  • Analytical and process-minded, leveraging data, metrics, and technology to manage performance, improve consistency, and drive efficiency.
  • Collaborative and entrepreneurial, thriving in a fast-moving startup setting with strong judgment, humility, and a bias toward action and continuous improvement.

What We Offer:

  • Competitive compensation that may include equity
  • Flexible paid time off
  • Comprehensive benefit plans for medical, dental, vision, life, and disability
  • Flexible Spending Accounts (FSAs): Health Care FSA and Dependent Care FSA 
  • Commuter Savings Account
  • Human Interest: 401(k) provider
  • Time Off: Sick Leave, Family and Medical Leave, Flexible Time Off
  • Paid Holidays: Observance of all major national holidays
  • A curated in-office employee experience, designed to foster community, team connections, and innovation, that also includes catered lunches in the office on Fridays for in-office workers
  • Collaborative, transparent, and fun culture

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