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Grey's High School Teacher Told Her Music Isn't a Career, She Dropped Out at 16

Joe Rogan Experience · #2504 - Skylar Grey · May 22, 2026
Grey's High School Teacher Told Her Music Isn't a Career, She Dropped Out at 16
Joe Rogan Experience
Joe Rogan Experience
#2504 - Skylar Grey
"My algebra teacher said music isn't a career, and I was like, I'll show you, bitch. And so I dropped out and I never went back after she said that. I had a 3.9, but I aced the test and she was like, well, music's not a career."
Skylar Grey revealed that a dismissive algebra teacher's comment directly caused her to drop out of high school at 16 despite maintaining a 3.9 GPA. The teacher made the remark after Grey missed homework due to performing professionally, even though Grey had aced the test. Grey had been touring with her mother since age 6, sometimes performing six shows per week and missing extensive school.

About this episode

Joe Rogan sits down with singer-songwriter Skylar Grey for a raw and wide-ranging conversation that traces her unconventional path from small-town Wisconsin child performer to the writer behind Eminem's massive hit Love the Way You Lie. Grey, now 40 and living on a biodynamic vineyard in Napa Valley, opens up about the extreme lows that preceded her breakthrough, including editing hardcore porn for two weeks after her first record deal flopped, an experience that left her with hallucinatory side effects. The conversation reveals how Grey spent six months alone in a remote Oregon cabin without indoor plumbing, hiking a quarter mile to reach it, where she reconnected with music after burning out from the LA industry. She describes writing her career-defining hit in just 15 minutes while accessing internet at a local café, then suddenly being pursued by Dr. Dre, Eminem, and Puff Daddy. Grey details severe imposter syndrome that followed, making her feel the success was a fluke and causing her to walk out of high-level songwriting sessions in tears. The episode shifts to her current life on 400 acres in Napa, where she and partner Elliott Mondavi run an organic vineyard and manage livestock. Grey recounts a harrowing months-long battle with two mountain lions that killed 17 of her 20 sheep, describing how the predators used whistling sounds to communicate and coordinate attacks. Throughout, Grey discusses her creative process, the pressure she puts on herself that causes five-year gaps between albums, and her goal to release music annually going forward. She explains her new album Wasted Potential as a coming-of-age story about her Wisconsin upbringing and her depression about turning 40 while feeling she hadn't accomplished enough. The conversation touches on the value of rural isolation for creativity, the dangers of LA's industry gatekeepers, and why she believes imposter syndrome is inherent to genuine creative people.

Key takeaways

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