Another (mostly) AI-written episode description:We're thrilled to bring you this discussion with Bill Driegert, EVP, Head of North America at Flexport. Bill was previously the 4th employee at Coyote Logistics and then co-founder of Uber Freight. He takes us on an enthralling journey through his illustrious career and the landscape of the freight industry. This episode packs a punch, offering you an exclusive peek into the challenges, triumphs, and future of the freight market. Whether you're a logistics pro or a curious bystander, get ready to be enlightened on tech's role in advancing this traditional industry.Imagine the excitement of being part of Coyote Logistics' initial days or the thrill of breathing life into Uber Freight! This episode takes you there! Bill candidly shares his insights about Coyote's pioneering journey, from attracting the right talent to the challenges of launching a brokerage from scratch. Discussion further navigates through the inception of Uber Freight, shedding light on their vision of disrupting the freight industry. We also touch upon the trials of automating the carrier experience, the potential of AI in transportation, and the delicate balance between technology and personal touch in customer care.Our conversation doesn't stop there! We dive into the nitty-gritty of pricing models, the pros and cons of tech fragmentation, and the changing dynamics of owner operators in the market. As we further dissect the operational intricacies, Bill shares his hopes after acquiring the Convoy technology and the role it can play within Flexport. The discussion wraps with a glimpse into the future of transportation, the potential of autonomous vehicles, and the impact of digital models. Brace yourself for this rollercoaster of insights, stories, and perspectives from another great guest.