Let's Talk Logistics with Jesse Buckingham

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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