This week, we’re joined by Ryan Cabrera, the multi-platinum singer-songwriter behind 2000s hits like On the Way Down, True, and 40 Kinds of Sadness. From his rise during the TRL era to life today as a husband, father, and still-active touring musician, Ryan shares stories from throughout his career and reflects on the moments that shaped him.

We talk about music, family, the early days of reality TV, staying creative after two decades in the industry, and what it’s like revisiting the songs that made him a household name. Ryan also discusses celebrating the 20th anniversary of On the Way Down and how the song continues to connect with fans today.

New episode every Friday at 8 pm EST!