Day two at Tailgate N’ Tallboys in Clinton, Iowa brings the guys from Ole 60 to the Tailgate Beers Podcast. Jacob and Dwight sit down with us to talk about life on the road, growing up in Owensboro, KY, and how a few buddies playing music turned into something that’s connecting with fans across the country. We dive into songwriting, their commitment to only performing music they’ve had a hand in creating, and the raw authenticity that’s driving their rise. The band shares stories from festivals like Railbird, shotgun beers with fans at the campground, and what it feels like to finally hear a crowd sing their lyrics back at them. There’s plenty of talk about the Cubs vs. Cardinals rivalry, influences like Treaty Oak Revival, and how Ole 60 is carving their own space in country and Americana. It’s a laid-back, genuine conversation about music, roots, and keeping it real on and off the stage. Brought to you by Surfside Iced Tea & Lemonade + Vodka — real vodka, real flavor, no excuses.