Armchair Attorney® Podcast

In this episode, we dive into the rapidly evolving world of connected transportation technology. As fleets push for greater visibility, efficiency, and uptime, connected chassis and smart trailers are transforming how the industry operates, from realtime asset tracking and predictive maintenance to seamless data integration across the supply chain.  If you're not following Paul Burgoyne of Re...

Following the U.S. Supreme Court's landmark decision in Montgomery v. Caribe, freight brokers face new liability risks for carrier selection, potentially ending the era of hiding behind FAAAA preemption when negligent vetting leads to accidents. In this episode, we sit down with Ryan Joyce , CEO of GenLogs and former CIA operations officer who now applies intelligence-driven analytics, roadsi...

Join us for an insightful conversation with Bill Driegert , EVP of the Convoy Platform at DAT Freight & Analytics . A true pioneer in freight technology, Bill has shaped the industry for over 15 years, from his early days as the 4th employee at Coyote Logistics, to co-founding Uber Freight, leading trucking at Flexport, and now driving innovation at DAT following the acquisition of the Convoy...

What do you get when an unstoppable force meets an immovable object? It's Freight Expectations! This program is brought to you by DAT Freight & Analytics . Since 1978, DAT has helped truckers & brokers discover more available loads. Whether you're heading home or looking for your next adventure, DAT is building the most trusted marketplace in freight. New users of DAT can save 10...

Should I Panic? The US supply chain faces ongoing volatility from global conflicts, intensified regulatory pressures, & persistently low freight volumes. Escalating Middle East tensions, including US-Israel strikes on Iran & related disruptions, have delayed any large-scale return of container shipping to the Red Sea, forcing rerouting around Africa, higher surcharges, & increased cost...

The U.S. government took two big steps to fix problems with truck drivers who live outside the country. One is a new rule from the Federal Motor Carrier Safety Administration (FMCSA), Restoring Integrity to the Issuance of Non-Domiciled Commercial Drivers Licenses (CDL), which tightens rules on who can hold a commercial driver’s license.  The other, Delilah’s Law, is a new Senate bill that propose...

Who would have guessed that a panel about law & insurance would electrify the attendees at ACT Research Co. ? I, for one, expected it. For 40 years, ‪ ACT Research Co. has brought the trucking industry together to anticipate change and chart its future. What's more, ACT Research Co . recently hosted its 74th Market Vitals: The Current & Future Health of the Industry Seminar in Columbu...

In Montgomery v. Caribe Transport II , argued on Wednesday, March 4, the court  considers whether a federal law initially designed to deal with state trucking regulations supersedes state common-law claims holding freight brokers liable for negligently selecting dangerous motor carriers or drivers. That may not sound particularly fascinating, but the issue before the court, which involves the scop...

The case asks whether the Federal Aviation Administration Authorization Act of 1994 (FAAAA) preempts state negligence claims against freight brokers for carelessly selecting unsafe motor carriers or drivers. The crash happened December 7, 2017, on Interstate 70 in Illinois. Missouri truck driver Shawn Montgomery had pulled his 2015 Mack truck onto the shoulder for mechanical repairs. While standin...

It's not everyday I get to moderate a panel of experts. Even rarer is getting the audio to release to all of you! Well, earlier this month I was fortunate enough to moderate a panel on drop trailers with Tom Larson & Peter Weis of ITS Logistics , Lance McCrorey, MBA of Continental , & Courtney Padgitt of Post Consumer Brands . The energy was palpable. Spoiler: everyone loves trailers....

We're less than a week out from the Learning Resources case. No surprise, I'm still collecting my thoughts. At issue were the reciprocal tariffs used under IEEPA, or, put another way, the "gradual but continual accretion of power in the executive branch & away from the people's representatives."  In this video, I take an excerpt from the oral arguments between Justice...

IEEPA tariffs are found Unconstitutional, Learning Resources, Inc. v. Trump (2026). Today, Feb 20, 2026, the U.S. Supreme Court ruled in two combined cases that the International Emergency Economic Powers Act (IEEPA) does not give the President the power to impose tariffs on imports. This decision stopped tariffs set by President Trump to fight drug trafficking and trade deficits. Soon after becom...

To Own or Not to Own? That is the question. And who better to help answer that question than Dean Vicha , President of NationaLease . Who is  NationaLease ? How about one of the largest full-service commercial truck & trailer leasing organizations in North America? Founded in 1944, it is a member-owned network of over 100 independent businesses operating more than 1,000 service locations acros...

In this lightning installment, we are joined by Ryan Joyce , CEO & Co-Founder of GenLogs . On February 2, 2026, GenLogs announced that it has closed a $60 million Series B funding round. The investment, led by Battery Ventures and including participation from IVP, Cathay Innovation, 9Yards, and existing backers like Venrock, Steel Atlas, HOF Capital, TitletownTech, and Autotech Ventures, bring...

In a big Supreme Court showdown over trucking accidents, major business groups have filed a friend-of-the-court brief supporting freight brokers. The case, Shawn Montgomery v. Caribe Transport II, LLC, et al. , stems from a 2018 crash where a trucker hired through broker C.H. Robinson hit Montgomery’s car, causing injuries. Montgomery sued the broker for negligent hiring, claiming CH picked an uns...

Experts have warned that  Winter Storm Fern, which battered multiple U.S. states over the weekend, could result in a financial fallout exceeding $100 billion. How are the freight markets responding? We go to Ken Adamo of DAT Freight & Analytics to dig in. Or is it dig out? While some schools face cancellation, this fully remote class certainly won't be. This program is brought to you by D...

Oh, it's time! It's time! It's Trailer Time! In this installment, I welcome Brent Yeagy, President & CEO of Wabash , the publicly-traded manufacturing company that designs & produces dry freight & refrigerated trailers, truck bodies, & tank trailers. Wabash also provides parts, services, & solutions like " Trailers as a Service " (TaaS).  Founded in 198...

That's right, Craig Fuller , Freight Alley himself, joins the podcast where we talk all things supply chain! Get ready! This program is brought to you by DAT Freight & Analytics . Since 1978, DAT has helped truckers & brokers discover more available loads. Whether you're heading home or looking for your next adventure, DAT is building the most trusted marketplace in freight. New...

Oh this one was a long time coming!  I first met Steve Syfan at DAT's Executive Symposium in the spring of 2025. As one of the founders of Syfan Logistics , a leading 3PL based in Gainesville, GA, Steve lives a life rooted in his Christian faith. As a family business owner, Steve works alongside his father & brother as well as a team of incredible men & women that share a vision of in...

What happens when an unstoppable force collides with an immovable object?  Thanks to the Traffic Club of Chicago , we found out! On Thursday, November 13th, Craig Fuller , Founder & CEO of Freightwaves & SONAR met Ken Adamo , GM for Shipper & Chief of Analytics for DAT Freight & Analytics .  Missed the live event? Here you go! Follow Craig & Ken on x for even spicier takes! Thi...

We're digging deep this week at the Armchair Attorney® Podcast as we dive into two Supreme Court cases. The first case is Learning Resources, Inc. v Trump. At issue is whether IEEPA authorizes the use of tariffs, and if it does, did Congress unconstitutionally delegate that power to the President? Oral arguments were last week, we'll discuss!  The next case is Montgomery v. Caribe Transp...

For months we've watched this case move through the federal courts at a breakneck speed. Oral arguments for the V.O.S. Selections v. Trump case occurred on November 5, 2025. All roads lead to SCOTUS.  Does IEEPA authorize tariffs? If it does, did Congress unconstitutionally delegate that power to the President? We're closer than we've ever been to knowing the answers. For your liste...

In this conversation, I am joined by Josh Allen , Chief Commercial Officer at ITS Logistics . Josh drives the company's business growth, customer acquisition, & commercial strategy, leveraging ITS's asset-based model & innovative tools to expand market share & tackle industry challenges. ITS Logistics is a leading third-party logistics (3PL) company founded in 1999 & head...

Jordan Graft is a man on a mission. As the Founder & CEO of Highway, the Dallas-based technology company focused on the trucking & industry, Highway is making freight more connected and secure. And it all starts with carrier identity. Or is it single sign on? In this episode, we talk faith, collaboration, Jordan's indefatigable drive to build one of the fastest growing technology comp...

In this installment, I sit down with Will Fediw , Senior Vice President of the Virginia Maritime Association , as he gears up for VMA 2025 . From serving in the coast guard to working in the c-suite, Will knows what it takes to bring an industry together at the VMA. What is the VMA? Glad you asked!  The Virginia Maritime Association is a professional trade organization founded in 1920 to promote,...