Freight Law Without the Legalese: Matthew Leffler on Contracts, Claims, and Courtroom Lessons

What happens when a trucking kid grows up to become the industry’s “Armchair Attorney”? Matthew Leffler is a third-generation trucking professional turned lawyer who has made it his mission to explain freight’s most complicated legal battles in plain English. From nuclear verdicts to AB5 fallout, broker transparency fights to chassis choice rulings—he translates court cases into actionable strategies carriers and brokers can actually use. If you’ve ever felt lost in the legal jargon but know your business depends on getting it right, this conversation is for you.Key takeaways:Broker transparency debates will reshape contracts, workflows, and margins.Carriers can mitigate nuclear verdict risks by controlling safety and documentation.AB5 compliance requires pragmatic playbooks for carriers and owner-operators.Chassis choice rulings are a rare legal win, lowering costs for motor carriers.Non-compete clauses often stifle careers more than they protect brokerages.LINKS:Matthew's LinkedInLord of the Rings Logistics with Matthew Leffler Armchair AttorneyWATCH THE FULL EPISODE HEREFeedback? Ideas for a future episode? Shoot us a text here to let us know. -----------------------------------------THANK YOU TO OUR SPONSORS! SPI Logistics has been a Day 1 supporter of this podcast which is why we're proud to promote them in every episode. During that time, we've gotten to know the team and their agents to confidently say they are the best home for freight agents in North America for 40 years and counting. Listen to past episodes to hear why. CargoRex is the search engine for the logistics industry—connecting LSPs with the right tools, services, events, and creators to explore, discover, and evolve. Digital Dispatch manages and maximizes your #1 sales tool with a website that establishes trust and builds rock-solid relationships with your leads and customers.

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