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Devil's Advocate

Welcome to hell. Devil’s Advocate pits lawyer against lawyer in a battle royale to answer the age old question: Who’s better at arguing. Let the depravity commence.

Newest Episode

Yellow Star Doodle

Split image features Chris Dreyer and Bob Simon smiling in suits with a red VS and lightning bolt between them. Text reads Devils Advocate, New Episode, and flames border the bottom.

Lawyer vs. Marketer

Bob Simon vs. Chris Dreyer

07/04/2025

Who Wins the World’s WEIRDEST Debate?

Legal debates, business strategy, breakfast burritos—nothing is safe when Bob Simon and Chris Dreyer take opposite sides for sport. This episode of Devil’s Advocate is part improv, part insight, all entertainment.

Yellow squiggle doodle

Two men are shown side by side on a red graphic with Ryan Makris and Ron Latz labeled below them, separated by a VS symbol. Devils Advocate and New Episode are written in the corners, with flames at the bottom.

Battle of the R's

Ron Latz vs. Ryan Makris

06/10/2025

Two Legal Marketers Debating OATMEAL and KANYE?!

Is justice just another line item on a spreadsheet? Will Google allow you to have a castle? If these questions don't make sense or sound interesting- you are in the right place! Welcome to another episode of Devil’s Advocate, where the only thing hotter than the debates are the takes themselves!

Yellow squiggle doodle

Two men in suits, Erik Heninger and Morris Lilienthal, are pictured side by side with a VS graphic between them. The image promotes a new episode of the Devils Advocate podcast. Flames border the bottom.

Duelin' Dixie

Erik Heninger vs. Moris Lilienthal

05/02/2025

Lawyer vs. Lawyer | A Wheel Spins, Lawyers Debate, and “Dravish” Is Born

In our diabolical debut episode, two brave souls—Morris Lilienthal and Eric Henninger—step into the inferno. The catch? They’ve got to debate red-hot topics with one major twist: they’re arguing the opposite of what they actually believe. Chaos? Absolutely. Comedy? Obviously. Educational? ...Debatable.

We’ll never turn our backs on you again