Hollywood Squares (2025)

Be Careful What You Ask for Howie

TV-14
S2 • E20    Apr 22, 2026
1.0
Celebrities Whitney Cummings, Mark Duplass, Ana Gasteyer, Tiffany Haddish, Triumph the Insult Comic Dog, Leslie Jones, Thomas Lennon, Howie Mandel and Ross Mathews.

Where to Watch Hollywood Squares (2025) - S2 • E20

Cast of Be Careful What You Ask for Howie

  • Nate BurlesonSelf - Host
  • Drew BarrymoreSelf
  • Whitney CummingsSelf
  • Tiffany HaddishSelf
  • Thomas LennonSelf
  • Robert SmigelTriumph the Insult Comic Dog (voice)
  • Leslie JonesSelf
  • Ross MathewsSelf
  • Ana GasteyerSelf
  • Howie MandelSelf
  • Mark DuplassSelf

 

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