Jessica Szohr has starred in Gossip Girl, The Orville, Shameless, and more—but she’s never talked about the money lessons she’s learned behind the scenes… until now. In this episode, Jessica opens up about what she learned about money modeling as a child, the financial realities of Hollywood, and how Gossip Girl shaped her perspective on wealth and status. She shares untold behind the scenes stories from the set, like the unbelievable way she was discovered, and reflects on the loss of her costar Michelle Trachtenberg. It’s a candid, surprising, and deeply human conversation about fame, finances, and finding your voice.