In this episode, I sit down with Liam Roecklein, Sacred Heart alum and longtime media leader whose career spans Cheddar, PointsBet, Relentless Digital Media, and now Underdog. We talk about his path through digital news, sports betting, and startup environments, and what he’s learned building high-performing content teams along the way. Liam shares insights on leadership, audience growth, taking risks, and how the content landscape is evolving with technology and AI. We also dig into what young creators should focus on today and the pivotal moments that shaped his career. If you’re interested in sports media, digital storytelling, or leadership in the content space, this episode is packed with practical advice and honest reflection.