Award-winning documentary filmmaker Chris Wilcha discusses his latest film 'Flipside,' exploring creative failure, abandoned projects, and rekindled passion. He shares stories of reviving a record store, encountering Ira Glass's creative rebirth, and uncovering unique connections in the music world. The podcast delves into the challenges of balancing artistic aspirations with commercial realities in the filmmaking industry, reflecting on the nostalgia of a beloved record store and discussing the evolving landscape of documentary filmmaking.