Devil's Advocate

Hosted by Bobby and Andrew, this fiery episode of Devil’s Advocate takes chaos to a new level as the duo debates SEO, $15k websites, and whether law firm conferences are worth the hype—or just expensive excuses to socialize.

What happens when two family lawyers are forced to argue the opposite of what they believe? In this episode of Devil’s Advocate, Chicago divorce attorneys Russell Knight and Rahul Iyer battle it out over everything from joint custody laws and mental health in divorce to sex work, veganism, and the mysterious concept of “floopery.”

In Episode 6 of Devil’s Advocate, Rob Schenk and Will Smith take the debate wheel for a showdown on everything from nursing home liability and AI in law to the value of a $15,000 website. Along the way, they spar over Taylor Swift vs. Kanye West, argue about fast food freedom, and invent a word you’ll never forget: “dravicular.”

South Florida heat meets Chicago grit! Adam Rossen and Derek Martin go head-to-head on burgers, censorship, TikTok lawyers, and the made-up word “plorish.” Heated, hilarious, and not your average legal debate.

From plastic straw ethics to the future of law firm marketing, no topic is off-limits. It's sharp, hilarious, and just chaotic enough to be useful. Tune in for unexpected insight and a few questionable marketing strategies.

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.

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!

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.