Armchair Attorney® Podcast

Hosted by Matthew Leffler

Business Entrepreneurship

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Episodes

137

Latest episode

Aug 2026

Language

EN-US

About the show

The Armchair Attorney® Podcast is program hosted by the Armchair Attorney® himself, Matthew M. Leffler. Matthew is a real-life attorney with a curious mind and a passion for how things work. From law to supply chain and everything in-between, he bridges the gap between education and entertainment.

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60 recent

August 18, 2026Episode 13959 min

Reasonable & Ordinary Carrier - We Rock Out with GenLogs ROC-1

Reasonable & Ordinary Care: A Broker’s Guide to Carrier Vetting You asked for it, so we're delivering! Join me for an exclusive webinar featuring Jeohn Salone Favors , GenLogs ’ In-House Counsel. In this session, we unpack the pivotal Montgomery decision and Justice Kavanaugh’s guidance that brokers “just have to hire carriers that actually have a reasonable policy” and “the broker is not going to have a problem if it’s asking the hard questions of the carrier.” Or as I like to describe it: Open the flood gates, but tell the water to flow slowly. Drawing on decades of shared experience, from CIA service through Harvard Law, corporate litigation, and Jeohn’s tenure as Assistant Secretary of Homeland Security, Jeohn will walk us through how these judicial expectations are reshaping broker liability and carrier selection. GenLogs has translated that guidance into the Reasonable & Ordinary Care standard: a rigorous, practical hard questionnaire that systematically evaluates whether a carrier maintains truly reasonable policies. Learn more about the standard right here . Whether you are a broker seeking to strengthen your risk posture, a carrier looking to demonstrate compliance, or an industry stakeholder interested in elevating safety and accountability, this webinar delivers actionable insight into the new baseline for reasonable care, and how GenLogs is making it accessible to everyone. 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% off for the first 12 months by following the link below. Built on the latest technology, DAT One gives you control over every aspect of moving freight, so that you can run your business with speed & efficiency. This program is also brought to you by our newest sponsor, GenLogs . GenLogs is setting a new standard of care for freight intelligence. Book your demo for GenLogs today at www.genlogs.io today!

August 17, 2026Episode 13854 min

Another Precision Scheduled Podcast!

Annie Reinke , the President & CEO of the Intermodal Association of North America (IANA), is a force of nature. The IANA is the main trade group for the intermodal freight transport industry. It connects railroads, ocean shipping lines, trucking companies, port authorities, & equipment suppliers. IANA works to grow efficient freight moving by rail, ship, & truck through education, innovation, & industry dialogue. IANA's Intermodal EXPO is North America's premier annual trade show & conference for the intermodal freight transportation industry. Gear up, the Expo runs Sept 14-16! 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% off for the first 12 months by following the link below. Built on the latest technology, DAT One gives you control over every aspect of moving freight, so that you can run your business with speed & efficiency. This program is also brought to you by our newest sponsor, GenLogs . GenLogs is setting a new standard of care for freight intelligence. Book your demo for GenLogs today at www.genlogs.io today!

August 4, 2026Episode 13749 min

Lipe v. Lupus Superior, LLC: The $604M Verdict

A Dallas County jury hit freight broker C.H. Robinson with a share of a $604 million verdict in Peyton Lipe et al. v. Lupus Superior, LLC et al . The case stems from a deadly 2021 crash on Interstate 20 in Mississippi. A tractor-trailer operated by Lupus Superior and driven by Gorgonio Gonzalez plowed into stopped traffic. The wreck sparked a multi-vehicle fire that killed Jennifer Lipe, Benjamin Brewer, and Rhoderick Coleman. Two others were seriously hurt. Gonzalez also died. The jury found the driver, the motor carrier, and C.H. Robinson all negligent. The jury assigned Gonzalez with 45% responsibility, Lupus Superior with 32% responsibility, and C.H. Robinson 23% responsibility. Lupus Superior, a Grand Prairie, TX based motor carrier, holds a satisfactory safety rating with the FMCSA. More importantly, the jurors decided Gonzalez was acting as a “borrowed employee” of C.H. Robinson and was carrying out a mission under the broker’s control. That finding opens the door to full vicarious liability for the driver’s negligence. C.H. Robinson has said it will appeal in its first public statement . 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% off for the first 12 months by following the link below. Built on the latest technology, DAT One gives you control over every aspect of moving freight, so that you can run your business with speed & efficiency. This program is also brought to you by our newest sponsor, GenLogs . GenLogs is setting a new standard of care for freight intelligence. Book your demo for GenLogs today at www.genlogs.io today!

July 20, 2026Episode 13655 min

IEEPA Refunds & the Strait of Hormuz Closed (Again)

The International Emergency Economic Powers Act (IEEPA) tariffs were additional duties imposed by the Trump administration starting in early 2025, primarily using IEEPA's emergency powers to address issues like fentanyl trafficking, immigration, and trade deficits. These included "fentanyl" or "trafficking" tariffs on imports from countries such as China, Canada, and Mexico, as well as broader "reciprocal" or "baseline" tariffs (often 10% or higher) applied to goods from many trading partners, and some targeted measures on Brazil and India. Imposed on top of standard duties, they affected millions of entries and raised costs across supply chains. In February 2026, the U.S. Supreme Court ruled in Learning Resources, Inc. v. Trump that IEEPA did not authorize the president to impose such tariffs, invalidating them and halting new collections as of late February 2026. Approximately $166 billion in IEEPA duties were collected from over 330,000 importers across more than 53 million entries. As of mid-2026, CBP has processed significant refunds through its Consolidated Administration and Processing of Entries (CAPE) system in the Automated Commercial Environment (ACE) portal , with tens of billions paid out (e.g., around $20–24 billion by late May/early June, accelerating to higher amounts like $49 billion in June in some reports, and over $70 billion authorized/paid in updates by July). Refunds include interest and are issued electronically via ACH, but the process is phased and ongoing; not all claims have been fully disbursed yet, and litigation continues over scope. To claim refunds, only the importer of record (or authorized customs broker) who paid the duties can apply, typically via the CAPE claim portal in the ACE Secure Data Portal (ace.cbp.dhs.gov). Prepare by ensuring your importer record and ACH banking details are updated, identifying eligible entries (IEEPA-specific HTS codes on unliquidated or recently liquidated entries), and submitting CAPE Declarations (CSV files listing entries). Phase 1 (launched April 20, 2026) covers many unliquidated cases; later phases expand to reconciliation and more liquidated entries. For older liquidated entries, file protests within 180 days or pursue Court of International Trade action. Consult a customs broker, attorney, or the CBP website for guidance, as eligibility is limited to IEEPA duties (not Section 232, 301, etc.). The U.S.-Iran conflict, which escalated in 2025–2026 involving direct strikes, Israeli actions, and disruptions in the Strait of Hormuz, saw a temporary de-escalation via a June 2026 Memorandum of Understanding between President Trump and Iranian leadership aimed at ceasing hostilities, reopening the strait, and starting nuclear talks. However, as of mid-July 2026, the truce has largely collapsed amid renewed tit-for-tat strikes: Iran has attacked shipping and regional targets, while the U.S. (via CENTCOM) has conducted multiple waves of strikes on Iranian military sites, air defenses, missiles, and infrastructure. Blockades, drone/missile exchanges, and diplomatic friction persist, with Trump signaling potential for swift further action but also openness to talks. The situation remains volatile, with risks to global energy flows and regional stability, though full-scale resumption of earlier peak fighting has been avoided so far. 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% off for the first 12 months by following the link below. Built on the latest technology, DAT One gives you control over every aspect of moving freight, so that you can run your business with speed & efficiency. This program is also brought to you by our newest sponsor, GenLogs . GenLogs is setting a new standard of care for freight intelligence. Book your demo for GenLogs today at www.genlogs.io today!

June 17, 2026Episode 13551 min

The Connected Chassis!

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 Reach24 and Shannon Hamilton of BlackBerry Radar , you should be! Discover how advanced telematics and IoT solutions are powering next-generation connected trailers and chassis. Explore practical use cases around maximizing trailer utilization, minimizing downtime, improving safety through door/cargo monitoring, and streamlining maintenance workflows. Whether you're a fleet operator, equipment provider, or technology innovator in trucking and intermodal, this episode delivers actionable insights on harnessing connectivity to drive productivity and reduce costs in an increasingly digital freight landscape. And go to the Intermodal Association of North America's EXPO ! 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% off for the first 12 months by following the link below. Built on the latest technology, DAT One gives you control over every aspect of moving freight, so that you can run your business with speed & efficiency. This program is also brought to you by our newest sponsor, GenLogs . GenLogs is setting a new standard of care for freight intelligence. Book your demo for GenLogs today at www.genlogs.io today!

May 29, 2026Episode 13456 min

What is an Unsafe Motor Carrier?

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, roadside sensors, and AI to verify real carriers and combat fraud in the trucking industry. We break down what the ruling really means for brokers, shippers, and insurers, how 'chameleon carriers' and weak vetting expose the supply chain, and how GenLogs' ground-truth platform is helping the industry adapt with proactive risk signals and better due diligence. Follow Ryan over on X right here ! 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% off for the first 12 months by following the link below. Built on the latest technology, DAT One gives you control over every aspect of moving freight, so that you can run your business with speed & efficiency. This program is also brought to you by our newest sponsor, GenLogs . GenLogs is setting a new standard of care for freight intelligence. Book your demo for GenLogs today at www.genlogs.io today!

May 20, 2026Episode 13355 min

Hop on the Convoy!

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 Platform. In this episode, we dive into the evolution of digital freight matching, AI-powered tools transforming broker and carrier operations, what’s actually sticking in freight tech (and what’s hype), the future of marketplaces, and how established players like DAT are blending massive network scale with cutting-edge automation to make freight easier and more efficient for everyone. Whether you're a broker, carrier, shipper, or logistics enthusiast, this is a must-listen discussion on where the industry is headed. Tune in! 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% off for the first 12 months by following the link below. Built on the latest technology, DAT One gives you control over every aspect of moving freight, so that you can run your business with speed & efficiency. This program is also brought to you by our newest sponsor, GenLogs . GenLogs is setting a new standard of care for freight intelligence. Book your demo for GenLogs today at www.genlogs.io today!

April 30, 2026Episode 1321 hr 3 min

Freight Expectations

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% off for the first 12 months by following the link below. Built on the latest technology, DAT One gives you control over every aspect of moving freight, so that you can run your business with speed & efficiency. This program is also brought to you by our newest sponsor, GenLogs . GenLogs is setting a new standard of care for freight intelligence. Book your demo for GenLogs today at www.genlogs.io today!

March 25, 2026Episode 13157 min

Should I Panic?

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 costs for energy, commodities, & imports. Domestically, freight demand remains subdued after 2025's tariff-driven front-loading, with containerized imports softening, trucking & rail volumes depressed, & spot rates mixed amid weather impacts & regional capacity tightness. With all of that said, I asked two of the brightest minds in freight, Jason Miller of the Michigan State University - Eli Broad College of Business & Ken Adamo of DAT Freight & Analytics to join the Armchair Attorney® Podcast to help me answer the age old question: "Should I Panic?" Join us live as our experts answer my concerns. 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 users of DAT can save 10% off for the first 12 months by following the link below. Built on the latest technology, DAT One gives you control over every aspect of moving freight, so that you can run your business with speed & efficiency. This program is also brought to you by our newest sponsor, GenLogs . GenLogs is setting a new standard of care for freight intelligence. Book your demo for GenLogs today at www.genlogs.io today!

March 19, 2026Episode 13039 min

FMCSA Final Rule and ‘Dalilah’s Law’ target CDL eligibility

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 proposes even stricter nationwide changes. The bill is named after Dalilah Coleman who was five years old in June 2024 when she was critically injured in a multi-car pileup in Adelanto, California. The crash was caused by an 18-wheel tractor-trailer driven by Partap Singh, an Indian national who had entered the U.S. illegally in 2022. Both moves come after deadly crashes and widespread state noncompliance, and they could reshape the pool of available drivers for fleets. Here is an article I wrote that was recently published with Freightwaves . 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% off for the first 12 months by following the link below. Built on the latest technology, DAT One gives you control over every aspect of moving freight, so that you can run your business with speed & efficiency. This program is also brought to you by our newest sponsor, GenLogs . GenLogs is setting a new standard of care for freight intelligence. Book your demo for GenLogs today at www.genlogs.io today!