This week, I’m joined by Uncle Kracker for a wide-ranging conversation that dives deep into the stories behind the songs across his entire discography. We explore the evolution of his sound across rock, country, hip-hop, and pop, and how his unique style has continued to resonate with fans for over two decades.

We talk about how his early years touring with Kid Rock as the DJ for Twisted Brown Trucker helped shape his instincts as a solo artist — including lessons learned on the road and behind the scenes. Uncle Kracker also shares his firsthand experience at Woodstock ’99, the story behind teaming up with Dobie Gray for his beloved cover of “Drift Away,” a ...