IMO with Michelle Obama and Craig Robinson
IMO with Michelle Obama and Craig Robinson

Embracing a New Era with H.E.R.

September 16, 2026

AI Summary

5 min read

From Gabby to H.E.R.: The Long Road Behind an Overnight Sensation

When Gabby Wilson was nine years old, she was in a store with her mom when "Boogie Oogie Oogie" by A Taste of Honey came on. Her mother said she wanted to learn exactly that song. Gabby pointed out it was a bass song. Her mom said okay. So they went together and bought a bass—a pink one, with a little sparkle—and Gabby learned to play it. That same year, her father posted videos of her on YouTube, which was still new. The first call came from the Maury Povich show, of all places, for a "talented kids" episode. That led to the Today Show, then The View. By the time she walked out of the Today Show building, Tommy Mottola was waiting to meet her. She was ten years old.

A Childhood Split Between Two Worlds

Growing up in Vallejo, California, in the Bay Area, Gabby lived in a multicultural household that shaped her in ways she's still unpacking. Her father is African American from Arkansas, a construction worker who played guitar in a cover band on weekends, rehearsing in the living room. Her mother is from the Philippines, an immigrant who arrived at 18 and was "anti" moving to Los Angeles when the Hollywood calls came. Her maternal grandparents lived with them, and at one point her uncle did too—intergenerational living that exposed her to different music, different tastes, different everything.

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What you'll learn

  • 1 (00:00) **Opening & Guest Introduction** - Michelle and Craig banter about allergies before introducing the multi-talented artist H.E.R. (Gabby Wilson).
  • 2 (03:36) **Unmasking: From H.E.R. to Gabby** - H.E.R. discusses her decision to step out from behind the moniker and glasses, and what this new era means for her.
  • 3 (05:24) **The Power of Female Connection** - H.E.R. reflects on a pivotal conversation with Michelle and other powerful women that helped her find her "kitchen table."
  • 4 (08:42) **Starting Young: The Double-Edged Sword** - The hosts explore the challenges of beginning a career in childhood, including a lack of normal social development.
  • 5 (11:01) **Trusting Your Inner Voice & Firing People** - A key discussion on learning to value your own perspective over "professionals" and the difficult act of firing someone.
  • 6 (14:38) **Forgotten Island: A Cultural Milestone** - H.E.R. talks about voicing a character in the DreamWorks film *Forgotten Island*, a major film highlighting Filipino folklore.
  • 7 (19:13) **Minipod: Introducing Dr. Kathleen Jordan** - The conversation pivots to a sponsored segment on women's mid-life health with Dr. Kathleen Jordan.

+ Full timestamped outline available in the app

Guests on this episode

Show Notes

Grammy-award H.E.R. joins the show to talk about her new DreamWorks animation film, Forgotten Island, celebrating Filipino culture and what it means to see those stories represented on screen. She reflects on growing up Filipino-American, getting discovered at a young age, and navigating the music industry while learning the business as a young woman. 

In this episode: Dr. Kathleen Jordan, Chief Medical Officer, of Midi Health. 

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IMO with Michelle Obama and Craig Robinson