Armchair Attorney® Podcast

Matthew Leffler

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. 

  1. Oct 2

    Loaded Questions

    Chris Burroughs is President and CEO of the Transportation Intermediaries Association (TIA). He took the role in November 2024 after more than 13 years at the association, most recently as Vice President of Government Affairs. Before TIA he worked on Capitol Hill (House Transportation & Infrastructure Committee and House Natural Resources Committee) and as Director of Government Affairs at the Twenty-First Century Group.  What is TIA? The TIA is the trade association for the U.S. third-party logistics and transportation intermediary industry (freight brokers and related 3PLs), which it describes as a roughly $343 billion sector. It is the industry’s main voice with shippers, carriers, Congress, and agencies such as the FMCSA. Under Burroughs, priorities have included cargo theft and freight fraud, broker liability and nuclear verdicts, and a clearer national standard for carrier selection. 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!

  2. Sep 24

    Moving Freight with EASE

    In this episode, I sit down with Ken Adamo, Chief Strategy Officer at EASE Logistics, the Dublin, Ohio-based 3PL and 4PL known for its operator-first approach and proprietary AI platform AMMI. A two-time Supply & Demand Chain Executive Pro to Know with prior leadership roles as Chief of Analytics and General Manager of the shipper business at DAT Freight & Analytics and in pricing and decision science at FedEx, Ken brings a rare combination of market intelligence expertise and practical product-building experience. We explore what drew him from a major freight data company to a mid-sized brokerage, his mandate to advance AMMI Ship and the broader AMMI intelligence platform, and how EASE is using AI for pricing, visibility, and everyday workflow automation rather than chasing industry hype. The conversation moves from Ken’s career path and the realities of translating data into usable tools to the current freight market, contract versus spot pricing discipline, and why 2026 looks like a table-setting year for operators who stay focused on execution. He shares how EASE applies metric-driven technology—automated check calls, predictive dispatch ranking, and rapid quoting—to real operational bottlenecks, particularly in regional and automotive freight, and offers a grounded view of where AI actually creates decision advantage for shippers and carriers. Listeners come away with a clear picture of Ken’s strategy for turning EASE into a technology-enabled logistics company built on speed, visibility, and practical intelligence. 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!

  3. Sep 4

    VMA 2026!

    In this episode, I sit down with Will Fediw, Senior Vice President of the Virginia Maritime Association, as he prepares for VMA's International Trade Symposium. From his years as a Coast Guard officer to his work advocating for Virginia’s ports and supply-chain businesses, Will has a clear view of what it takes to bring shippers, carriers, ports, and logistics leaders into one room.  We talk about why this year’s theme, “Anchored: Grounded in Strategy. Ready for What’s Next,” matters in a market still dealing with shifting trade policy, carrier dynamics, and pressure to balance cost, service, and resilience. VMA26 runs October 13–15, 2026, in Norfolk and remains the East Coast’s premier conference on shipping, ports, logistics, and trade.  Will walks through what attendees can expect across two days of programming, the exhibit hall, and signature events including the Golf Open, VIP harbor cruise, Maritime Mixer, and 106th Annual Maritime Banquet. If you work in freight, ports, or international trade and want a practical preview of the conversations that will shape the fall, this is the briefing before the symposium. If you haven't registered yet, I urge you to do so now & use promo code "VMA26ARMCHAIR" at checkout to save some $$$.  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!

  4. Aug 18

    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!

  5. Aug 4

    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!

  6. Jul 20

    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!

5
out of 5
6 Ratings

About

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. 

You Might Also Like