Jesse Buckingham, helped sell Trucker Tools and ran private equity-backed freight tech—now he’s building AI agents to kill the busywork in brokerage. We get into why scaling with headcount is dead, how mid-size brokers can punch above their weight, and what AI actually means for freight.
Key Chapters:
(0:00) Introduction and Background
(1:02) Founding and Early Days of Vooma
(7:29) Agent AI and Its Impact
(13:04) AI in Logistics and Brokerage
(16:30) Future of AI in the Industry
(21:35) Opportunities for Mid-Market Brokers
(26:20) Challenges in Truckload Brokerage
(26:35) Future Plans for Vooma
(27:45) Jesse's Background and Journey
(30:14) Life in San Francisco
(33:07) AI and Logistics
(38:19) Building a Company with AI
(43:16) Predictions for AI Adoption in Logistics
(46:10) Lessons Learned in Building a Company
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