12/4/2025: If by bankruptcy, you mean online gambling & predictive markets...

Mark welcomes back his OG partner-in-crime, Woodsey — but don’t let the reunion fool you. This time, the boys are diving into the not-so-fun corner of the internet: the exploding world of online gambling and predictive markets. From apps that let you bet on everything short of your neighbor’s breakfast choice to the “oops… guess I’m bankrupt now” stories popping up across America, Mark and Woodsey break down how these digital vices are getting disturbingly good at emptying wallets. But don’t worry — it’s If By Whiskey, so the conversation stays lively, curious, and just irreverent enough to keep you laughing while you learn. Expect sharp insights, a few rants, and the occasional “wait… people really bet on THAT?” moment. Grab a glass, tune in, and let’s talk about why the house still always wins — even when the casino is your phone. 🍻 🎙️ New to streaming or looking to level up? Check out StreamYard and get $10 discount! 😍 https://streamyard.com/pal/d/5888413371072512