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WithCoverage

WithCoverage

AI-powered risk management platform replacing traditional commission-based insurance brokers.

20
Open Roles
Founded
2023
Headquarters
New York, NY
Employees
51-200
Latest Round
Series B
Est. Valuation
~$200M
Seed
Series A
Series B
Series C
Series D+

Investment Thesis

🚀 What They Do

WithCoverage is an AI-powered risk management platform that helps fast-growing businesses assess, purchase, and manage insurance through a flat-fee model. Founded by JD Ross, co-founder of Opendoor, and Max Brenner, the company combines AI-driven analysis with in-house insurance specialists and legal professionals.

WithCoverage begins each client engagement with an AI-powered audit of existing insurance programs, analyzing policy language and operational data to identify coverage gaps, inefficiencies, and overspending. The platform then designs tailored risk strategies, manages competitive carrier processes, and oversees implementation. Over 700 companies have switched to WithCoverage, and the company plans to expand into construction and aerospace verticals.

🔥 The Problem

CFOs and risk managers rely on outdated spreadsheets, fragmented broker communications, and annual policy reviews to manage insurance portfolios worth millions, leaving companies exposed to coverage gaps and overpaying for redundant policies.

🎯 The Bet

WithCoverage builds an AI-powered risk management platform that continuously analyzes a company's evolving risk profile, identifies coverage gaps, optimizes policy structures, and automates the renewal process — giving CFOs real-time visibility into their total cost of risk.

📈 The Signal

Commercial insurance is a $800B+ market dominated by manual processes and misaligned broker incentives; companies that adopt data-driven risk management consistently reduce total insurance spend by 15-25%.

⏰ Why Now

Climate volatility, cyber threats, and regulatory changes are making risk landscapes more complex than ever, while AI can finally parse dense policy language and model tail risks that human analysts struggle to quantify.

Funding & Investors

$80M$60M$40M$20M$0
Founded
Seed
Mar 2024
Amount Raised: $9M
Seed
$9M raised
Series B
Jan 2026
Amount Raised: $42M
Series B
$42M raised
20232024202520262027
Amount raisedEst. post-money valuationFounded
Series B$42MJan 2026
Lead: Sequoia Capital · Khosla Ventures, 8VC, Crystal Venture Partners
Seed$9MMar 2024
Lead: Khosla Ventures · 8VC, Anti Fund, Astro Capital

Headcount Growth

200150100500
10
35
75
95*
20232024202520262027
*Forecast assumes all 20 open roles are filled

20 Open Roles

Software Engineer - Product
6mo agoProduct & Eng | Naveen0
Business Development Representative
6mo agoGrowth - Sales & Marketing | Rohan0
Claims Manager
26d agoClaims | Phil0
Claims Paralegal
26d agoClaims | Phil0
Claims Support Specialist
6mo agoClaims | Phil0
Client Service Manager
2mo agoBrokerage + Risk | Myles0
Director of Channel Partnerships
5mo agoGrowth - Sales & Marketing | Rohan0
Executive Assistant
1mo agoG&A | Max0
Forward Deployed Engineer, Growth
26d agoProduct & Eng | Naveen0
Growth Associate (Account Executive)
6mo agoGrowth - Sales & Marketing | Rohan0