The Middle East crisis is already hitting carriers. Plus: Florida lost $3B in crops, flatbed rates posted a fifth straight weekly increase, a $5B brokerage was just acquired, and more.
Plus: autonomous trucking just raised $113M, California is fighting to keep 20,000 drivers, Arrive's 2026 truckload freight forecast, and more.
Two bills just dropped in the Senate that could reshape trucking faster than anything since deregulation. Plus: Russian hackers targeted your load board, flatbed rejection rates just hit 40%, and a robot is taking the Houston-Dallas overnight run.
“Humans are super powerful in this process,” Paul said. “They build relationships, solve messy edge cases, piece together ambiguous info. Tech should amplify that.”
We sat down with Paul Singer, Co-Founder & CEO at FleetWorks and former Product Manager at Uber Freight, at the company’s San Francisco HQ to talk about their newly launched AI dispatcher, the future of freight automation, and how brokers and carriers can adapt.
TOP LANE MOVERS POWERED BY TRIUMPH
Sean O’Kane
FleetWorks, a San Francisco–based AI startup transforming how freight brokers and carriers connect, has raised $17 million to launch its always-on dispatcher for the U.S. trucking industry.
“Covering a load in 2025 looks way too similar to covering a load in 1980,” Paul told us. “If you own a small trucking company, you’re spending over 10 hours a week just trying to fill a few trucks. We believe AI can make it more proactive.”
The company just announced a $17 million funding round led by First Round Capital to expand its always-on dispatcher for carriers and AI-powered carrier reps for brokers.
“Humans are super powerful in this process,” Paul said. “They build relationships, solve messy edge cases, piece together ambiguous info. Tech should amplify that.”
FleetWorks is already working with over 40 brokerages, including 15 of the top 100 in the U.S., helping them connect calls, texts, and emails into one intelligent platform.
🎧 Listen to our full conversation with Paul Singer on Spotify or YouTube.
đź“° Read the full story on FreightCaviar.com.
Paul-Bernard Jaroslawski
This week's episode is brought to you by FreightFlex, GenLogs, and Shipper CRM.
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🎣 FREIGHT HUMOR
The Middle East crisis is already hitting carriers. Plus: Florida lost $3B in crops, flatbed rates posted a fifth straight weekly increase, a $5B brokerage was just acquired, and more.
Plus: autonomous trucking just raised $113M, California is fighting to keep 20,000 drivers, Arrive's 2026 truckload freight forecast, and more.
Two bills just dropped in the Senate that could reshape trucking faster than anything since deregulation. Plus: Russian hackers targeted your load board, flatbed rejection rates just hit 40%, and a robot is taking the Houston-Dallas overnight run.
This week: The Dalilah Law, a trucking bankruptcy that wiped out thousands overnight, a FreightGuard civil war on Reddit, and the payroll data that's predicting Q4 capacity.
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