Freight buying has a dirty secret: most bids do a great job of finding the lowest number and a terrible job of finding the best outcome. When shippers reward price without measuring service, good carriers get punished, bad actors slip through, and procurement teams spend weeks in spreadsheets trying to guess what suppliers actually want. We sit down with Alan Holland from Keelvar to break down a better approach using sourcing optimization, mechanism design, and AI agents. Alan explains how i...
Mar 25
1 hr 25 min
Freight is a physical business, but the decisions that make or break a carrier feel more digital every month. I sit down with Chris Ceausu, CEO of White Arrow, to unpack what it really takes to run a complex transportation network across intermodal reefer containers, cross-dock facilities, volume LTL consolidation, and a supporting freight brokerage. If you’ve ever wondered why two carriers can run “the same lane” and get totally different results, this conversation makes it painfully clear: ...
Mar 12
1 hr 28 min
A 10‑day wait for a refrigerator became the spark for a smarter last mile. We sit down with OneRail CEO Bill Catania to unpack how a racing mindset—frugality, failure tolerance, and relentless iteration—translated into a platform that helps retailers move from static delivery workflows to real‑time orchestration at scale. Bill shares the throughline across three startups: aggregate fragmented supply, connect it cleanly to demand, and let data science make the hard choices in milliseconds. Yo...
Feb 18
1 hr 34 min
A carrier vanishes from the road, sells its MC, and reappears just long enough to “accept” a $3.8M server load. Sounds absurd—until you see how often the digital record diverges from real-world behavior. We sit down with Genlogs CEO Ryan Joyce to unpack their $60M Series B and the larger vision: an all-source intelligence platform that fuses roadside cameras, satellite imagery, IoT signals, open datasets, and financial clues into one reliable source of truth. We walk through why data quality...
Feb 2
55 min
What if your sales motion created real partnerships instead of fragile price wins? That’s the thread we pull with Hans, CEO of Odyssey Logistics, as he maps a journey from Danish directness and early Maersk rotations to leading a global multimodal platform through a roll-up-to-one-brand transformation. The conversation is practical, candid, and loaded with moves you can copy tomorrow—whether you’re running a desk or running a P&L. We start with the foundation: a value proposition built o...
Jan 21
1 hr 38 min
Cash flow is oxygen, and too many teams are holding their breath waiting on portals, proofs, and “who handles this?” handoffs. We sit down with Tarek, a former TQL broker turned founder, to unpack the culture of persistence he learned on the brokerage floor and how that same grit now powers an AI platform that doesn’t just assist accounts receivable—it does the work. We start with the reality of freight sales: real-time chaos, creative problem solving, and an all-out push to win accounts. Th...
Jan 8
1 hr 13 min
What if your operations team started each day with every check call completed and only the real exceptions waiting? We sat down with Happy Robot co-founder Pablo Palafox to unpack how an AI workforce is changing the cadence of work in freight—beyond chatbots and into end-to-end execution. Pablo’s path runs from deep learning research and a Meta internship to YC, a hard pivot, and a clear problem: late deliveries, fines, and interns glued to phones. That pain created an opening for agents tha...
Dec 23, 2025
1 hr 40 min
A 23-year-old with a pager, a bag phone, and a point to prove—Chris O’Brien takes us from apologizing for not owning trucks in the early days of his C.H. Robinson career, to shaping one of the most influential commercial engines in logistics, then into a new play: One Armada. We dig into the early days of brokerage at Robinson when check calls ruled and service meant relentless follow-up, and we unpack the moment that rewired Chris’s approach—working on-site at a shipper and learning to think...
Sep 30, 2025
1 hr 47 min
What does it take to build a $220 million logistics company from scratch? Peter Coratola, CEO and founder of EASE Logistics, reveals the hard-earned wisdom behind his remarkable journey from unemployed college graduate to logistics leader. After being let go from his first industry job at 23, Peter launched his own brokerage with nothing but determination and a newborn son to support. His philosophy was simple yet powerful: "The more you do, the more you make." This approach became the found...
Aug 21, 2025
1 hr 27 min
How do you build a billion-dollar freight brokerage without a single dollar of outside capital? Sean McLeod, who joined Axle Logistics as employee #21 in 2016, gives us a rare glimpse into one of the fastest-growing and most respected brokerages in North America. Sean shares the extraordinary journey of scaling Axel from a small operation with 20 people to a powerhouse with nearly 700 employees. What makes this story particularly fascinating is how Axle has maintained its cradle-to-grave mod...
Aug 13, 2025
1 hr 48 min
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