On day three of Tailgate N' Tallboys in Bloomington, Joe Stamm jumps on the mic for a laid-back, joke-filled conversation about returning to the festival, building his career beyond the “local artist” label, and gearing up for his July 11 album release. Between stories from the road, playful roasting of the hosts (including a failed Raised Rowdy email intro), and some diehard Pittsburgh Steelers talk, the episode captures Joe’s sharp humor and the strong fan support he continues to draw at the fest.

In this Tailgate Beers episode at Tailgates N' Tallboys in Bloomington, Dan and Pat—festival photographer/videographer and longtime behind-the-scenes creative for the show—join the hosts to talk about the chaos and grind of capturing content at a massive festival. They share stories about last-minute schedule changes, lost photo files, evolving camera setups, and how their opposite styles—Pat’s high-energy crowd engagement and Dan’s candid, detail-focused shooting—balance each other out. The episode blends insight into the creative process with plenty of behind-the-scenes humor, highlighting the teamwork and personality that help bring the festival and podcast to life.

In this Tailgate Beers episode at Tailgates N' Tallboys in Bloomington, Nicky T and Matt from Raised Rowdy talk about becoming the festival’s official hosts, building a community-driven brand in country music, and grinding through a packed summer of events and festivals. They reflect on watching artists like Josh Ross rise, spotlight emerging talent they believe in, and emphasize that the artists who succeed are the ones who outwork everyone else. The conversation mixes industry insight with plenty of festival chaos, merch talk, and stories that capture the rowdy, family-style culture surrounding the event.

In this Tailgate Beers episode at Tailgates N' Tallboys in Bloomington, Wesko joins Austin & Ryan fresh off stage to talk about wild festival crowds, his small-town roots in North Carolina, and grinding it out in dive bars before gaining traction online. He shares how a tough experience on American Idol fueled his drive, how TikTok helped grow his fanbase, and why he’s committed to authentic songwriting over chasing industry trends. The episode also dives into his musical influences, frequent Nashville trips, and the release of his new single “Pretend.”

In this Tailgate Beers episode at Tailgates N' Tallboys in Bloomington, Vincent Mason and Cole Goodwin join Austin & Ryan to talk festival season, new music, and life on the road. Cole shares that he recently signed a record deal with Big Machine Label Group and has new music dropping, while Vincent discusses finishing his upcoming album and re-cutting vocals to perfect the sound. The two also swap stories about touring, debate artists like Morgan Wallen and Chris Stapleton, and reflect on the grind of building their careers one festival at a time.

In this Tailgate Beers episode at Tailgates N' Tallboys, Texas artist Sterling Elza talks about blending rock energy with country roots, his blue-collar upbringing, and building his career through relentless touring and authentic songwriting. He shares how staying true to his sound has helped him connect with fans, reflects on the grind of the road, and previews new music that continues to lean into his gritty, high-octane style.

In this Tailgate Beers episode at Tailgates N' Tallboys, Logan Crosby talks about his rise as an independent country artist, from moving to Nashville in 2022 to touring with Megan Moroney and building a loyal fanbase without a label. He reflects on learning from his cousin Jason Aldean, staying focused on strong live shows over viral moments, and grinding it out on the road—currently in a renovated prison bus—while working toward releasing new music and steadily growing his career.

In this Tailgate Beers episode recorded at the Tailgates N' Tallboys festival in Bloomington, Josh Ross catches up with the Austin & Ryan about his rapid rise since his last appearance, including landing his first U.S. Top 10 radio single and releasing a summer collaboration with Akon—an artist he grew up admiring—which has quickly become one of his biggest streaming successes. He talks about strategically dropping music midweek, the growth of the festival circuit, and how returning to familiar markets helps build a loyal fanbase. Beyond music, Ross shares updates on buying a house, getting a Nova Scotia Duck Tolling Retriever to dive deeper into hunting, potential NHL performance opportunities, and heavy touring plans across the U.S., Canada, and possibly overseas. He also opens up about finding happiness in his personal life, keeping relationships private, and how that mindset may subtly shape the tone of his upcoming project.