Winning to Lose
WINNING TO LOSE By @shantellewrites recorded and transcribed September 7, 2026 Homeless in my car, reflecting on why I self-sabotage after posing the question in my journal a couple of days earlier. THE QUESTION “Why try when everything I won or deserved was taken away from me?” ▶ LISTEN — Winning to Lose Listening time: 10pm I wrote in my journal a couple days earlier: “Why try for anything when anything I ever won or deserved was taken away from me?” Losing My Voice And yeah, so I started thinking about all these moments. I remember preparing for karaoke with Alanis Morissette’s “You Learn.” I sang it perfectly, but the girl in my a cappella group looked more like Alanis Morissette. They made us try out back and forth, back and forth, back and forth all night, and they finally gave it to her for the look—even though I grew up singing that entire album. One of my teachers said I didn’t look like Belle, and that’s why she gave the Beauty and the Beast solo to a girl who, in my opi...