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 Claims Manager, you’ll own claims for a book of our commercial accounts, reporting to the Head of Claims, Phil Wilusz. You’ll own the full arc: reporting the loss, driving the adjuster, running monthly claim reviews with the client, and knowing when to escalate.
Success depends on sound judgment and building client trust, not just claims mechanics. In your first 90 days, success looks like a clean handoff of your accounts; kickoff calls and claim standard operating procedures completed for each one; and clients reaching out to you first when something goes wrong.
What You’ll Do:
- Own claims end to end for your accounts: intake, carrier reporting, adjuster follow-up, and reserve and resolution discussions
- Run claims kickoff calls for new clients and monthly claim reviews for existing ones
- Build the standard operating procedures, reporting workflows, and employee-facing materials that make those programs actually work
- Be the person clients call when something happens, from a slip and fall to a product recall
- Push carriers, third-party administrators, and defense counsel for movement instead of waiting on them
- Feed claims insight back into new business: loss analysis, claim history, and renewal positioning with the growth team
Who You Are:
- 5+ years of experience managing commercial insurance claims, ideally in a brokerage or carrier setting
- End-to-end claims management experience: intake, carrier reporting, adjuster follow-up, reserves, and resolution
- Sound judgment with a clear sense of when to escalate
- Strong client relationship and trust-building skills
- Experience running client-facing meetings (kickoffs, claim reviews)
- Ability to build SOPs, reporting workflows, and training materials from scratch
- Comfortable as a primary contact during urgent or high-stress claims
- Persistent in pushing carriers, TPAs, and defense counsel toward resolution
- Able to turn claims data into insight for renewal positioning and new business
- Strong communication and organizational skills
For candidates based in the United States, the expected pay range for this position at the start of employment is $130,000 – $160,000/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, and major national holidays
- A curated in-office employee experience, designed to foster community, team connections, and innovation
- Collaborative, transparent, and fun culture
Skills Required
- 5+ years of experience managing commercial insurance claims
- Experience in a brokerage or carrier setting
- End-to-end claims management experience, including intake, carrier reporting, adjuster follow-up, reserves, and resolution
- Sound judgment and ability to determine when to escalate
- Strong client relationship and trust-building skills
- Experience running client-facing meetings, including kickoffs and claim reviews
- Ability to build SOPs, reporting workflows, and training materials from scratch
- Comfort serving as the primary contact during urgent or high-stress claims
- Persistence in pushing carriers, third-party administrators, and defense counsel toward resolution
- Ability to turn claims data into insight for renewal positioning and new business
- Strong communication and organizational skills
WithCoverage Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about WithCoverage and has not been reviewed or approved by WithCoverage.
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Fair & Transparent Compensation — Pay is considered competitive on paper, with several roles posting explicit salary or OTE ranges. Job materials also indicate equity and variable components are part of the package, signaling upfront clarity on structure.
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Healthcare Strength — Health coverage breadth is emphasized, including medical, dental, vision, life, and disability insurance. These core plans are consistently listed for full-time roles.
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Leave & Time Off Breadth — Time-off provisions include flexible PTO, sick leave, family/medical leave, and major holidays. This breadth suggests multiple pathways to take leave rather than a narrow policy.
WithCoverage Insights
What We Do
The insurance brokerage industry is ready for a new standard: ambitious businesses often overpay for insurance, are inadequately protected, and are left with a non-transparent, disorganized experience. Most businesses don’t have an in-house Risk Management Team. That’s where we come in. WithCoverage provides ambitious businesses with a Modern Risk Management Solution. An expert team and powerful technology – designed to protect you today and as you scale. A few of our clients include: GoPuff, Chomps, Hungryroot, Blank Street, Bombas, Eight Sleep, Bluestone Lane, Salt & Straw, Kitsch, Happy Dad, and Elephante.
