Podcast

How TrackFlo Cut Track & Trace Staff 50%+

FreightCaviar · September 22, 2026

Thomas Mella and Rich Joseph of TrackFlo joined Paul-Bernard Jaroslawski and Reed Loustalot to discuss how TrackFlo helped one brokerage cut track-and-trace headcount by more than half while improving service, what acquisitions like Descartes/Tai reveal about the value behind freight-tech M&A, and why distribution matters in an AI-driven software market. This week's episode is sponsored by Epay Manager, FreightFlex, Goodship, and Highway. Interested in sponsoring our podcast? Send us an email at pbj@freightcaviar.com CHAPTERS: 0:00 Intro 0:42 Meet Thomas Smella and Rich Joseph 1:51 Why Freight Tech Companies Sell for $100M 5:59 The $100M Freight Tech Playbook 9:05 Why TrackFlo Focuses on One Problem 11:56 What TrackFlo Actually Does 15:28 How TrackFlo Started 16:40 From TrackFlo Customer to Executive 18:05 Cutting Track & Trace Staff by 50%+ 23:09 Bootstrapping a Freight Tech Company 25:38 The Anti-SaaS Playbook 27:47 Can You Vibe Code a TMS? 33:53 The Future of Freight SaaS 35:31 Why Expertise Still Matters in the AI Era 38:18 How VC Funding Changes the Incentives 40:56 The Tradeoffs of Raising Capital 45:00 How Far Will AI Really Go in Freight? 48:03 Could Freight Brokers Be Displaced? 51:39 The LinkedIn Debate 57:08 Should a SaaS CEO Build a Personal Brand? 1:07:42 Final Thoughts

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