The Trucker’s Dojo: Rolling with the Sensei

On this episode of WHAT THE TRUCK?!?, host Malcolm Harris is joined by the “freight sensei” himself, Thomas Wasson. The two dive into a wide-ranging conversation that blends industry insights with personal stories from Thomas’s career in logistics.
They cover everything from Tesla’s latest autopilot lawsuits and the future of autonomous trucking , to how companies like Outpost are scaling up terminal networks to handle billions in freight . Thomas also unpacks why trailers are the unsung heroes of supply chains , the potential ripple effects of major rail mergers , and what driver appreciation really means in an industry that stops the world without them .
Along the way, Thomas reflects on his own journey—from struggling as a new broker to building startups and finding his voice at FreightWaves. It’s a mix of freight tech, hard-earned lessons, and the human side of trucking that you won’t want to miss.

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