fleet-insurance
(2)
LEEO
LEEO is a commercial auto insurance managing general agent (MGA) that uses telematics, agentic AI, and data science to underwrite, price, and manage risk for fleets. Formerly known as Fairmatic, the company rebranded and relaunched on December 15, 2025 under CEO Jeffrey Chen. It serves brokers and fleet operators - focusing on segments like non-emergency medical transport, light business auto, and last-mile delivery - with fast AI-driven quoting and binding, actionable safety insights, and a telematics-based claims process that can detect crashes and auto-fill incident reports. LEEO is backed by Battery Ventures, Foundation Capital, and Aquiline Technology Growth.
Nirvana Insurance
Nirvana Insurance is a San Francisco-based, AI-native commercial trucking insurer that combines real-time telematics data with proprietary risk models to price, underwrite, and manage fleet insurance policies. Founded in 2021 by ex-Samsara, MIT, and Wharton operators, the company turns the data trucks already generate into safer roads, cheaper premiums, and faster claims.