Hollywood Squares

Ended★5.3· 388 votesIMDb TVDB

2 seasons · 41 episodes

A reboot of Hollywood Squares. A game show where celebrities face contestants, seated at desks arranged vertically. Contestants judge the celebrities' responses to questions to determine winners.

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Episodes

Season 1 - Episodes

S01E01It's A Dysfunctional Family Show

Aired: 2025-1-16

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Tyra Banks; Julie Bowen; Whitney Cummings; Tiffany Haddish; Thomas Lennon; Ms. Pat; Jeff Ross.

Stars: Nate Burleson, Tyra Banks, Drew Barrymore
Director(s): Richard Dipirro
Writer(s): Joey Ortega

S01E02The Mayor Of The Sun

Aired: 2025-1-16

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Tichina Arnold; Nicole Byer; Drew Carey; Pete Holmes; Debi Mazar; Bobby Moynihan; Chelsea Peretti.

Stars: Nate Burleson, Tichina Arnold, Drew Barrymore
Director(s): Richard Dipirro
Writer(s): Amanda Melson, J. Chris Newberg, Joey Ortega

S01E03It's a Kiss Party

Aired: 2025-1-19

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Tyra Banks; Whitney Cummings; Tiffany Haddish; Sam Jay; Thomas Lennon; Triumph the Insult Comic Dog.

Stars: Nate Burleson, Tyra Banks, Drew Barrymore
Director(s): Richard Dipirro
Writer(s): Amanda Melson, J. Chris Newberg, Joey Ortega

S01E04Sixty For Swifty

Aired: 2025-1-19

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Julie Bowen; Margaret Cho; Leslie Jones; Carson Kressley; Ross Mathews.

Stars: Nate Burleson, Drew Barrymore, Julie Bowen
Director(s): Richard Dipirro
Writer(s): Amanda Melson, J. Chris Newberg, Joey Ortega

S01E05Didn't Work If Nelly Didn't Laugh

Aired: 2025-1-23

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Tanner Adell, Whitney Cummings, Pete Holmes, Chaka Khan, Jay Leno, Thomas Lennon, Nelly and Patton Oswalt.

Stars: Tanner Adell, Drew Barrymore, Nate Burleson
Director(s): Richard Dipirro
Writer(s): Amanda Melson, J. Chris Newberg, Joey Ortega

S01E06The Price Was Wrong, Drew

Aired: 2025-1-23

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Celebrity guests include Nicole Byer, Drew Carey, Jeff Dunham, Max Greenfield, Pete Holmes, Lil Rel Howery, Rita Moreno, and Bobby Moynihan;

Stars: Drew Barrymore, Nate Burleson, Nicole Byer
Director(s): Richard Dipirro
Writer(s): Amanda Melson, J. Chris Newberg, Joey Ortega

S01E07It's a Hot Gentleman's Sweater

Aired: 2025-1-29

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Celebrity guests include Nicole Byer, Drew Carey, Luenell, Debi Mazar, Bobby Moynihan, Chelsea Peretti, Phil Rosenthal and JB Smoove.

Stars: Nate Burleson, Drew Barrymore, Nicole Byer
Director(s): Richard Dipirro
Writer(s): Amanda Melson, J. Chris Newberg, Joey Ortega

S01E08They Always Choose Me, Boo!

Aired: 2025-1-29

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Celebrity guests include Julie Bowen, Margaret Cho, Leslie Jones, Carson Kressley, Jeannie Mai, Kevin Nealon, RuPaul, and Paul Scheer;

Stars: Nate Burleson, Drew Barrymore, Julie Bowen
Director(s): Richard Dipirro
Writer(s): Amanda Melson, J. Chris Newberg, Joey Ortega

S01E09Ex's Get the Square

Aired: 2025-2-5

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Celebs Pete Holmes, Marsai Martin, JB Smoove, Justin Long, Jimmy O Yang, Tiffany Haddish, Mayim Bialik, and Kristen Schaal.

Stars: Drew Barrymore, Mayim Bialik, Nate Burleson
Writer(s): Joey Ortega

S01E10I'm Going to the Wrong Doctor

Aired: 2025-2-5

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Celebs Triumph the Insult Comic Dog, Casey Wilson, JB Smoove, Kathy Hilton, Whitney Cummings, Tiffany Haddish, Thomas Lennon, Ms. Pat.

Stars: Drew Barrymore, Nate Burleson, Whitney Cummings
Writer(s): Joey Ortega

S01E11Let's Not Fight in Front of Wiz Khalifa

Aired: 2025-2-12

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Celebs Pete Holmes, Andra Day, Whitney Cummings, Jay Leno, Wiz Khalifa, Dionne Warwick, Mickey Guyton, and Thomas Lennon.

Stars: Drew Barrymore, Nate Burleson, Whitney Cummings
Writer(s): Joey Ortega

S01E12It's a Wooden American

Aired: 2025-2-12

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Celebs Jay Pharoah, Tyra Banks, Chelsea Peretti, Justin Long, Jeff Dunham, Tiffany Haddish, Dusty Slay, and Ron Funches.

Stars: Tyra Banks, Drew Barrymore, Nate Burleson
Writer(s): Joey Ortega