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Oprah Winfrey Jokingly Reveals One of the "Bad" Mistakes Made in Her Career

Winfrey said the song failed because it appeared on only one season of her 25-season talk show and was backed by a church choir.

  • On Tuesday, July 21, entertainment mogul Oprah Winfrey joined host Keke Palmer on the podcast Baby, This is Keke Palmer to discuss her 1998 singing career, calling it "one of the mistakes" of her life.
  • In 1998, Winfrey recorded "Run On," a rendition of a Black spiritual, intending it as the theme song for season 13 of The Oprah Winfrey Show.
  • Palmer argued the track "wasn't bad," but Winfrey playfully pushed back, insisting, "You know it was bad," despite having taken singing lessons.
  • The song's legacy includes a 1999 viral moment when the late pop icon Whitney Houston repeatedly teased Winfrey about the track on The Oprah Winfrey Show.
  • Winfrey also clarified that her birth certificate reads "Orpah" from the Bible's Book of Ruth, before the spelling eventually shifted to Oprah.
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The host admits that singing the tune of her own program was “one of the mistakes” of her career

·Madrid, Spain
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The Independent broke the news in London, United Kingdom on Friday, July 24, 2026.
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