The Freight Pod

From a live, in-person Chicago studio, we sit down with Tom Madine to unpack what real scale looks like in transportation, and why SMB shipping is still one of the most misunderstood corners of logistics. Tom shares his path from early sales roles into building Worldwide Express, then zooms out to the hard truth: small and midsize shippers don’t just buy rates. They buy accountability, fast fixes, and a partner who can &ldquo...

The freight market changes fast, but a lot of broker operations still look the same: endless check calls, status emails, manual appointment scheduling, missing PODs, and a nonstop flood of “where’s my order” messages. We sat down live with Jett McCandless, founder and CEO of Project44, to make a major announcement and dig into the why behind it: LSP44 is launching as a dedicated business built specifically for log...

Rates are spiking and the scary part is why. We kick off with a June truckload market update built on real broker payment data, then we zoom in on what the numbers are actually saying: van, reefer, and flatbed buy rates are surging year over year, but freight demand is not the headline. Capacity is. Enforcement pressure, compliance friction, and a permanently higher cost floor are squeezing the supply side, and that changes how you...

Freight procurement is still stuck in a world of portals, spreadsheets, and three-month RFP cycles, even though the freight market can flip in weeks. I’m joined by Ryan Soskin, CEO and founder of GoodShip, to unpack why that gap creates expensive surprises for shippers and impossible commitments for brokers and carriers. Ryan’s career arc from Coyote Logistics to Convoy gives him a rare view of both execution on the gro...

“AI can negotiate freight rates” is one of those claims that sounds true until you sit on a real brokerage floor and watch what happens. I’m joined by Robby Nathan, founder of Load Delivered, CEO of Envoy AI, and a longtime freight operator, to break down what separates automation that actually helps from automation that just fires off templated emails and calls it intelligence. We start with the roots: how Robbie...

A major freight market intelligence leader is leaving DAT for a brokerage and he’s explaining exactly why. Ken Adamo joins me and Peter Coratola to talk about what most people misunderstand about DAT, how brokers should actually use spot market data, and why the best teams treat analytics as decision support rather than a single “rate truth.” If you’ve ever argued over Rateview screenshots, struggled to expl...

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 sourcin...

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”...

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 ...

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 fina...

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 ...

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 freig...

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,...

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 r...

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: ...

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 particu...

Andrew Leto shares his journey from Navy veteran to successful freight entrepreneur, revealing how he built Global Tranz from zero dollars into a half-billion-dollar business by spotting opportunities in the eBay shipping market and creating an agent-based model that revolutionized LTL freight. 

• Starting with no money but securing prepayment from customers while getting delayed payment terms from carriers created inst...

This week, Andrew welcomes Hannah Testani, CEO of Intelligent Audit. Hannah dreamed of becoming CEO of Lehman Brothers, so she studied finance at Carnegie Mellon and got a job at Goldman Sachs in 2008, just as the financial world was crashing. Though she had zero initial interest in supply chain, she pivoted to join her father's small, three-person company, Intelligent Audit. Starting from those early days of having to prove hersel...

This week, Andrew has a candid conversation with Jett McCandless, CEO and founder of project44, about his freight journey, from making $12 an hour at Roadway Express to building a global supply chain network that powers more than 1 billion shipments across 180+ countries each year. Jett opens up about growing up on food stamps in Section 8 housing, the hard-earned lessons from his exit at GlobalTranz, and the bold vision behind pro...