Hollywood Squares (2025)

The Legacy Show

TV-14
S2 • E9    Jan 28, 2026
2.8
Celebrity Squares include Tom Bergeron, Whitney Cummings, Tiffany Haddish, Arsenio Hall, Howie Mandel, Thomas Lennon, Leslie Jones and Triumph the Insult Comic Dog.

Where to Watch Hollywood Squares (2025) - S2 • E9

Cast of The Legacy Show

  • Nate BurlesonSelf - Host
  • Drew BarrymoreSelf
  • Whitney CummingsSelf
  • Tiffany HaddishSelf
  • Thomas LennonSelf
  • Robert SmigelTriumph the Insult Comic Dog (voice)
  • Leslie JonesSelf
  • Arsenio HallSelf
  • Tom BergeronSelf
  • Howie MandelSelf

 

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