In this richly layered episode, host Anna Blair sits down with Canadian musician Bill Wood, whose career spans decades, from fronting 70s pop-punk band The Oh No's! and 80s alt-pop act Eye Eye to leading the soulful, roots-rock collective Bill Wood & the Woodies. Bill opens up about the mystery and magic of songwriting, his daughter’s brief but powerful musical chapter, and the soulful resonance of songs born from real-life heartbreak and hope. He shares how his experiences, from addiction recovery to two decades of volunteer work with marginalized youth, have shaped not only his music but the man behind it. The episode wraps with a playful rapid-fire round and a moving performance of “Tumbleweeds,” a song rooted in Bill’s deep connection to the street-involved youth he’s worked with. A testament to the enduring link between lived experience and lyrical truth.