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Armchair Attorney® Podcast

Matthew Leffler
FMCSA
Genlogs
CH. Robinson
Transportation Intermediaries Association
Supply Chain
ITS Logistics
Tariffs
Freight Brokers
Intermodal Transportation
Intermodal
Autonomous Trucks
Dalilah's Law
English Language Proficiency
Blackberry Radar
Reach24
Federal Motor Carrier Safety Administration
Learning Resources V. Trump, Also Known As VOS Selection, IEPA Tariff Case
Highway
ARL Network
Learning Resources Case

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.

PublishesTwice monthlyEpisodes143Founded4 years ago
Number of ListenersCategories
EntrepreneurshipBusiness

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Artwork for Armchair Attorney® Podcast

Latest Episodes

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... more

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 wi... more

In this episode, I sit down with Jordan Reber, newly named President of ARL Network, one of the largest intermodal drayage and third-party logistics companies in the U.S. We talk about his path from dispatcher to leading an agent-based, asset-backed ... more

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 s... more

Key Facts

Accepts Guests
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Podcast Host
Number of Listeners
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Recent Guests

Chris Burroughs
CEO and President of Transportation Intermediaries Association
Transportation Intermediaries Association
Episode: Loaded Questions
Will Fediw
Senior Vice President
Virginia Maritime Association
Episode: VMA 2026!
Jeohn Favors
General Counsel for GenLogs
GenLogs
Episode: Reasonable & Ordinary Carrier - We Rock Out with GenLogs ROC-1
Shannon Hamilton
From BlackBerry Radar
BlackBerry Radar
Episode: The Connected Chassis!
Paul Burgoyne
CEO of Reach24
Reach24
Episode: The Connected Chassis!
Ryan Joyce
Founder/CEO of GenLogs
GenLogs
Episode: What is an Unsafe Motor Carrier?
Bill Driegert
Executive at DAT Dial-A-Truck, former Uber Freight and Convoy veteran
DAT Dial-A-Truck (DAT)
Episode: Hop on the Convoy!
Dean Vicha
President of NationaLease
NationaLease
Episode: To Own or Not to Own?
Brent Yeagy
President & CEO of Wabash
Wabash
Episode: The Trailer Podcast

Host

Matthew Leffler
Host with legal and logistics expertise, focusing on law, policy, and practical industry insights.

Reviews

4.7 out of 5 stars from 12 ratings
  • Check this podcast out immediately!!!

    This brother is awesome!!!!! The content is top notch and I look forward to seeing him grow in the content creation space!

    Jorie Myers

    Atlanta Dispatch LLC

    Transportation & Logistics Clubhouse

    Apple Podcasts
    5
    Kingkingkingkingdsasffd
    United States4 years ago
  • Armchair Attorney is Absolutely AMAZING 🔥

    As a former guest and fellow podcaster in the same space, Matthew is a top notch human! Very intelligent & interesting! If you are in the supply chain space, this is a must listen podcast!

    Gunner Miller

    VP Twelve Point Logistics

    CWG Podcast

    Apple Podcasts
    5
    Gunner Miller
    United States4 years ago
  • Great guests

    I just have to say, the guests are awesome.

    Apple Podcasts
    5
    Vonsoth
    United States4 years ago

Listeners Say

Key themes from listener reviews, highlighting what works and what could be improved about the show.

The host combines legal rigor with practical logistics perspectives, making complex topics approachable.
Guests consistently deliver industry-relevant insights that are grounded in real-world practice.
Guests and topics stay tightly aligned with freight tech, regulation, and policy, appealing to pros seeking actionable takeaways.

Top Entrepreneurship Podcasts

Talking Points

Recent interactions between the hosts and their guests.

Loaded Questions
Q: What is the status of broker transparency and why is it controversial?
Transparency rules, sometimes called broker transparency or raid intrusion, aim to require brokers to share specific records of broker transactions; the debate centers on trade secrets, competitive concerns, and the potential to influence contract negotiations, with some arguing for privacy and others for oversight.
Loaded Questions
Q: What has been the immediate impact on costs and insurance for brokers after the Montgomery decision?
People started discussing dramatic insurance premium increases and higher exposure for brokers; over time data and market adjustments have somewhat cooled, but concerns about cost and capacity persist as brokers assess risk management practices.
Loaded Questions
Q: What is Montgomery about?
Montgomery concerns whether the Federal Aviation Administration Authorization Act (F4A) preempts state law in cases involving freight brokers and motor carriers, and the aftershocks include cost concerns, capacity impacts, and the need for clearer standards.
VMA 2026!
Q: What is unique about the International Trade Symposium and why should companies participate?
The symposium is crowdsourced by industry professionals to curate timely, edge-seated discussions with leading speakers, offering an affordable, in-person environment to network with decision makers and gain practical knowledge beyond what trade magazines provide.
VMA 2026!
Q: What does a trade association actually do for a company?
A trade association provides credibility, advocacy, learning opportunities, and a platform to connect with peers, regulators, and potential customers, making members better informed, represented, and connected.

Audience Metrics

Listeners, social reach, demographics and more for this podcast.

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Frequently Asked Questions About Armchair Attorney® Podcast

What is Armchair Attorney® Podcast about and what kind of topics does it cover?

A practical, industry-focused show that unpacks law, policy, and technology shaping freight, supply chain, and transportation. Frequent conversations center on regulatory change, broker and carrier dynamics, insured risk, and emerging tech like telemetry, AI, and autonomous systems. Notable is a host who blends legal insight with hands-on logistics experience, plus a steady stream of guests from maritime associations, tech providers, academia, and fleet management. Episodes often pair regulatory analysis with real-world narratives, making complex topics accessible to practitioners, policymakers, and business leaders who operate in or serve the logistics ecosystem. The show stands out for its deep dives into regulatory impact and freight-tec... more

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Which podcasts are similar to Armchair Attorney® Podcast?

These podcasts share a similar audience with Armchair Attorney® Podcast:

1. WHAT THE TRUCK?!?
2. Acquired
3. Prof G Markets
4. The Daily
5. Planet Money

How many episodes of Armchair Attorney® Podcast are there?

Armchair Attorney® Podcast launched 4 years ago and published 143 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

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What guests have appeared on Armchair Attorney® Podcast?

Recent guests on Armchair Attorney® Podcast include:

1. Chris Burroughs
2. Will Fediw
3. Jeohn Favors
4. Shannon Hamilton
5. Paul Burgoyne
6. Ryan Joyce
7. Bill Driegert
8. Dean Vicha

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