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Hollywood Squares

Season 2 · Episode 20

Be Careful What You Ask for Howie

1.0April 22, 2026

Celebrities Whitney Cummings, Mark Duplass, Ana Gasteyer, Tiffany Haddish, Triumph the Insult Comic Dog, Leslie Jones, Thomas Lennon, Howie Mandel and Ross Mathews.

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Episodes

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Episode 1Santa's Got a Little Game
Episode 2Hand This Man a Candy Cane
Episode 3I Will Not Be Ignored, Glenn!
Episode 4Between a Cardigan Sandwich
Episode 5This Is the Best Show on TV
Episode 6I'm Terrified of Triumph
Episode 7Expect the Unexpected
Episode 8This Always Happens When RuPaul’s Around
Episode 9The Legacy Show
Episode 10I Didn’t Know You Were That Flexible
Episode 11Thicker Than a 1st Grade Pencil
Episode 12I Have a Lot of Exes Watching Right Now
Episode 13A Scream Reunion
Episode 14I’m Nasty, But I Ain’t No Hero
Episode 15This Isn’t Survivor
Episode 16There’s That Cruella Energy
Episode 17Please Don't Let It Be a Hawk
Episode 1890s Fine Baby
Episode 19We Have a Lot of SNL Funny in Here Tonight
Episode 20Be Careful What You Ask for Howie
Episode 21The Wizard of Hollywood Squares
Episode 22Snooze We Can't Lose