Drop & Roll

Cheryl Womack returns to share one of the most harrowing days of her life—her self-surrender to a women’s federal prison camp. In this gripping episode, she walks Katrina through the raw emotions of leaving her family behind, the administrative chaos at check-in, and the unexpected moments of kindness and confusion during intake. From the teary goodbye in the car to the dreaded "walk of shame" in a white jumpsuit, Cheryl unpacks the reality versus the myths of that first day behind the gate. She offers practical advice on what to bring, what to send ahead, how to handle your medications, and what really happens during medical evaluations and counselor screenings. A must-listen for anyone preparing for prison—or anyone curious about what that moment of transition is truly like.