FleetWorks Raises $17M to Accelerate Cargo-Trucker Matching

FleetWorks has raised $17 million to grow its platform that matches cargo with trucking carriers, including a $15 million Series A led by First Round Capital, with participation from Y Combinator, Saga Ventures, and LFX Venture Partners.

The company will use the funds to expand its team, deepen broker integrations, and enhance its always-on dispatch engine. CEO Paul Singer, who left a product role at Uber Freight to start FleetWorks, said, “They were one of the few who really understood that we were building a marketplace company.”

Singer founded FleetWorks with Quang Tran, who previously worked at Airbnb. FleetWorks is addressing inefficiencies in freight logistics, where small carriers and brokers still rely heavily on phone calls, spreadsheets, and fragmented load boards. The platform connects carriers with cargo automatically, streamlines communications, and reduces delays.

“Live Dispatch” for Trucks — Not a Dashboard

FleetWorks operates as a continuous dispatcher, monitoring cargo requests and carrier availability in real time. Unlike traditional load boards, the system automatically handles routing, pricing, carrier preferences, and operational constraints, eliminating the need for manual input. Singer described the level of detail the dispatcher manages.