The Freight Fintech Revolution: Fixing Cashflow in Logistics with Charley Dehoney
Episode Summary
In this episode of the podcast, we sit down with Charley Dehoney where we trace his 22-year journey from the early days of door-to-door shipping sales to his current mission at Upwell to automate accounts receivable (AR) for the logistics industry. Charley shares the "grit-filled" reality of modernizing a 50-year-old brokerage and explains why he believes AI-driven invoicing is the key to surviving the next iteration of freight brokerages.
About the guest


Travis Rhyan, founder and CEO of Carrier1, is a seasoned freight technology leader with extensive experience in developing innovative solutions for the logistics and transportation industry. Known for his strategic vision and technical expertise, Travis specializes in leveraging cutting-edge technology to optimize supply chain operations, improve efficiency, and drive growth. He led the sale of 10-4 Systems to Trimble, showcasing his ability to build valuable technology companies within the freight sector. Travis also held executive positions where he led technology and innovation at Globaltranz, FreightWaves, and MyCarrier.
Throughout his career, Travis has led cross-functional teams, implemented transformative digital initiatives, and built robust freight management platforms that meet the evolving needs of modern freight carriers and shippers. He is passionate about advancing freight technology and fostering collaboration within the industry to create smarter, more connected logistics networks.
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Show Notes
Full transcript.
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