FleetWorks is a San Francisco AI company rebuilding how freight gets matched and booked. Its voice and text AI agents handle the phone calls, texts, and emails that brokers and carriers trade to cover loads - work that has barely changed since the 1980s. Launched out of Y Combinator in 2023 by ex-Uber Freight and ex-Airbnb operators, FleetWorks now runs an 'always-on dispatcher' that connects with thousands of carriers daily and works with over 40 U.S. brokerages, including 15 of the top 100.
Paul Singer is the cofounder and CEO of FleetWorks, a San Francisco startup building always-on voice AI agents that handle the phone-and-email grind of freight brokerage. A former Uber Freight product manager and Yale economics grad, he started FleetWorks in late 2022 with cofounder Quang Tran, went through Y Combinator's Summer 2023 batch, and in October 2025 raised a $17M round (including a $15M Series A led by First Round Capital) to automate the matching of trucks with cargo across a $1T+ industry.