Location: Remote

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:

As our Claims Specialist, you will be the primary advocate for our clients, ensuring a seamless claims process by providing expert guidance, proactive communication, and strategic claims resolution. You’ll work closely with insurers, adjusters, and internal teams to manage claims efficiently, resolve coverage issues, and optimize outcomes for our clients. This role is ideal for someone who thrives in a fast-paced, tech-enabled environment, has a deep understanding of claims advocacy, and enjoys problem-solving within the evolving landscape of commercial insurance.

What You’ll Do:

• Claims Advocacy & Resolution
• • Serve as the main point of contact for clients throughout the claims process, providing clear guidance and updates.
  • Evaluate policy coverage and advocate for the best possible outcomes for clients.
  • Challenge adjusters when necessary to ensure fair and timely settlements.
  • Proactively anticipate and present strategic solutions to clients for resolving claims.
• Claims Management & Communication
• • Oversee the full lifecycle of claims, from initial report to final resolution.
  • Conduct new business claims audits for newly acquired clients.
  • Collaborate with insurers, underwriters, and external adjusters to negotiate claims settlements.
  • Facilitate client meetings, claims reviews, and carrier discussions to ensure alignment and transparency.
  • Maintain meticulous documentation of claims activity in our proprietary agency management system.
• Client Education & Risk Mitigation
• • Educate clients on claims administration, coverage nuances, and proactive risk management.
  • Offer guidance on reducing claim exposure and improving policy language to prevent disputes.
  • Prepare and deliver quarterly claims reviews with key insights and recommendations.
• Process Optimization & Technology Integration
• • Leverage technology to streamline claims handling, improving efficiency and accuracy.
  • Partner with product team to identify opportunities to enhance internal claims processes using tech-driven solutions.
  • Provide data-driven insights to clients on claims trends, risk mitigation strategies, and best practices.

Who You Are:

• Industry Experience
• • 3-7 years of experience in claims handling and claims advocacy.
  • Strong knowledge of commercial lines claims, including non-admitted experience with complex coverage nuances
  • Significant experience in policy interpretation and claims negotiation.
• Skills & Competencies
• • Exceptional problem-solving and strategic thinking abilities.
  • Strong communication and negotiation skills, with the ability to advocate for clients.
  • Ability to work autonomously while collaborating with internal teams and external stakeholders.
  • Familiarity with claims technology platforms and data analytics tools.
  • Tech-Savvy Mindset
  • Comfortable working in a digital-first brokerage environment.
  • Ability to leverage claims management software and automation tools to improve processes.
• Licensing & Certifications (Preferred, Not Required)
• • Adjuster’s License (a plus, but not required).
  • Certifications related to claims management or risk mitigation (e.g., AIC, CPCU) are a bonus.
  
  

For candidates based in the United States, the expected pay range for this position at the start of employment is $60,000– $75,000/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