ai-insurance
(8)
Shaurya Aggarwal
Shaurya Aggarwal is the founder and CEO of Florin (YC S26), an AI-powered insurance carrier building a 'world model' that underwrites and binds coverage for hard-to-insure frontier industries like robotics, space, advanced energy, and defense in under a minute. Before founding Florin, he built next-generation TPUs at Google and shipped encryption products deployed across more than 100,000 hosts. He holds a BS in Computer Science from Purdue.
Klaimee
Klaimee is a San Francisco insurtech startup (YC Spring 2026 / P26) building the first liability insurance for autonomous AI agents. It stress-tests an agent, scores it across eight risk dimensions, issues a certification and financial guarantee, then attaches AI-specific liability coverage - the paperwork enterprise procurement and legal need before they will let a vendor's agent touch their systems. It covers the gap that traditional cyber and E&O policies explicitly carve out.
Sivan Iram
Sivan Iram is the co-founder and CEO of Flow (Flow Specialty), a Mountain View-based next-generation wholesale brokerage that uses GenAI and licensed human experts to automate specialty commercial insurance placement. A former software engineer turned operator with a Harvard MBA, he spent a decade writing code and running go-to-market at Lenovo before starting Flow in 2021 to bring enterprise-grade service to the small and mid-market accounts the industry had long ignored. Flow has raised roughly $20-25M led by Lightspeed Venture Partners.
CoverGo | Insurtech
CoverGo is a global enterprise insurtech that gives insurers, MGAs, and brokers a no-code, API-first platform to build, distribute, administer, and process insurance products across life, health, and P&C lines. Founded in Hong Kong in 2017 by Tomas Holub, it runs on 500+ open insurance APIs and a patented drag-and-drop product builder, letting carriers launch new products in hours rather than months and modernize legacy core systems without ripping them out. Customers include AXA, Bupa, MSIG, Dai-ichi Life, and Bank of China Group Insurance, served from offices across Silicon Valley, New York, Dubai, Singapore, and Hong Kong.
Harper
Harper is an AI-native commercial insurance brokerage based in San Francisco that matches small and mid-sized businesses with more than 160 insurance carriers for workers' compensation, general liability, and professional liability coverage. Founded in 2024 by second-time founders Dakotah Rice and Tushar Nair and backed by Y Combinator (W25), Harper uses internally built AI to automate submission routing, form completion, underwriter follow-ups, and document collection - work that often takes traditional brokers five to seven days and that Harper aims to do in one to two. The company has served more than 5,000 businesses across 35 states and raised $47M in combined seed and Series A funding.
Dakotah Rice
Dakotah Rice is the co-founder and CEO of Harper, an AI-native commercial insurance brokerage based in San Francisco and part of Y Combinator's Winter 2025 batch. After a Wall Street run through Goldman Sachs, The Carlyle Group, and Coatue Management, Rice built and wound down the fintech startup Poolit before returning to the insurance industry his family worked in. In February 2026 Harper announced a combined seed and Series A of roughly $47M led by Emergence Capital, reported as the largest publicly disclosed Series A ever raised by a Black founder. Harper matches small- and mid-sized businesses with 160+ carriers and serves thousands of customers across dozens of states.
Robert Smithson
Robert Smithson is the founder and CEO of Just (just.insure), a Los Angeles pay-per-mile auto insurer that prices drivers on how they actually drive instead of credit scores and zip codes. A Cambridge philosophy graduate and former fund manager, he previously built Genius Sports (sold for $280M in 2018) and the Python platform PythonAnywhere before turning telematics and AI loose on the $300-billion car-insurance market - aiming squarely at making coverage fairer for lower-income drivers.
Corgi
Corgi is an AI-native, full-stack insurance carrier built specifically for technology startups. Founded in 2024 by Nico Laqua and Emily Yuan through Y Combinator's Summer 2024 batch, Corgi owns its own carrier (Technology Risk Retention Group), enabling it to underwrite, price, and bind policies in minutes rather than the industry-standard weeks. The company offers coverage including general liability, directors & officers, cyber, tech E&O, and AI liability — directly tailored to how startups actually operate. With 40,000+ customers across 49 U.S. states, $40M+ ARR, and $268M raised at a $1.3B valuation as of May 2026, Corgi became Y Combinator's latest unicorn just 18 months after its founding.