ai-insurance
(4)
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.
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.
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.