โ† All companies
WithCoverage

WithCoverage

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

21
Open Roles
Founded
2023
Headquarters
New York, NY
Latest Round
Series B
Est. Valuation
~$200M
Seed
Series A
Series B
Series C
Series D+

Investment Thesis

๐Ÿš€ 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.

๐Ÿ”ฅ 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CFOs and risk managers rely on outdated spreadsheets, fragmented broker communications, and annual policy reviews to manage insurance portfolios worth millions, leaving companies exposed to coverage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.

๐ŸŽฏ 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 โ€” giving CFOs real-time visibility into their total cost of risk.

๐Ÿ“ˆ 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%.

โฐ 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 ยท Khosla Ventures, 8VC, Crystal Venture Partners
Seed$9MMar 2024
Lead: Khosla Ventures ยท 8VC, Anti Fund, Astro Capital

Headcount Growth

200150100500
10
35
71
92*
20232024202520262027
*Forecast assumes all 21 open roles are filled

21 Open Roles

AI Agent Engineer
18d agoProduct & Eng | Mitch0
Applied AI Engineer
18d agoProduct & Eng | Mitch0
BDR Manager
18d agoGrowth - Sales & Marketing | Rohan0
Business Development Representative
18d agoGrowth - Sales & Marketing | Rohan0
Business Development Representative
18d agoGrowth - Sales & Marketing | Rohan0
Claims Counsel
18d agoClaims | Phil0
Claims Support Specialist
18d agoClaims | Phil0
Client Service Manager
18d agoBrokerage + Risk | Myles0
Digital Marketing Lead
18d agoG&A | Max0
Forward Deployed Engineer
18d agoProduct & Eng | Mitch0