287: Unboxed

Today, I’m talking with Myra Flynn—an incredible singer-songwriter, storyteller, and host of Homegoings. Myra’s work resonates deeply with me because she tackles something that’s so relatable: the struggle to define yourself when the world insists on squeezing you into a box. Whether it’s the “model minority” myth or other stereotypes, she’s pushing back against those limiting roles and creating space for stories that go beyond surface-level labels. We explore her journey as a woman of color in the music industry, the inspiration behind Homegoings, and how she navigates the tension between owning her truth and resisting others’ expectations. Her perspective made me rethink some of the assumptions we carry—both positive and negative—about identity and success. This episode is personal, raw, and precisely the conversation I wish I’d heard growing up. If you’ve ever felt unseen or misjudged, Myra’s story will remind you that you’re not alone—and that it’s okay to embrace the contradic...