Winning to Lose
WINNING TO LOSE By @shantellewrites recorded September 7th and rewritten September 8th, 2026, while homeless in my car, reflecting on why I self-sabotage after posing the question in my journal a couple of days earlier. THE QUESTION I WROTE IN MY JOURNAL: “Why try when everything I won or deserved was taken away from me?” 🎧 Listen to “Winning to Lose” Listening time: 15 minutes 🎧 Open Audio Voice Auditions And yeah, so I started thinking about all these moments while entertaining myself with car karaoke, singing Alanis Morissette’s “You Learn". As I sing the words you live you learn , I sang it perfectly when I auditioned for it back in the day, 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 then 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 l...