In this engaging conversation, Alex Blumberg and Matt Lieber, co-founders of Gimlet Media, share their journey from public radio stalwarts to podcast entrepreneurs. They discuss the triumphant yet tumultuous path of launching Gimlet, revealing the emotional rollercoaster and challenges of founding a media company. They also dive into the significance of their dream namesake and the struggles with investor pitches. Plus, hear about Casey Kerrigan’s inspiring shift from medicine to reinventing women's footwear with a focus on comfort.