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Vol. II — No. 184Remarkable People · Exceptional CompaniesToday's Edition

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The Inbox That Learned to Move Freight
Ai · Saas · Enterprise

The Inbox That Learned to Move Freight

Freight still runs on the most advanced network of 1998: the inbox, the phone and somebody remembering what to do next. Vooma began by teaching software to survive that chaos - then discovered the clerical mess was the market.

freight-ai · logistics-automationRead →
Legend
Paul Singer
Founder · Operator · Executive

Paul Singer

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.

fleetworks · logisticsRead →