Hollywood Squares

Top Cast

Nate Burleson as Self - Host
Drew Barrymore as Self
Whitney Cummings as Self
Tiffany Haddish as Self
Pete Holmes as Self
Robert Smigel as Triumph the Insult Comic Dog (voice)
Thomas Lennon as Self
Tichina Arnold as Self
JB Smoove as Self
Kevin Nealon as Self

Seasons

Season 1 (2025)

No overview available for this season.

Episodes:

Ep. 1: It's a Dysfunctional Family Show (2025-01-16)

Celebs Drew Barrymore, Triumph the Insult Comic Dog, Julie Bowen, Whitney Cummings, Thomas Lennon, Ms. Pat, Tiffany Haddish, Tyra Banks, and Jeff Ross.
Ep. 2: The Mayor of the Sun (2025-01-16)

Celebs Drew Barrymore, Drew Carrey, Bobby Moynihan, JB Smoove, Chelsea Peretti, Tichina Arnold, Nicole Byer, Debi Mazar, and Pete Holmes.
Ep. 3: It's a Kiss Party (2025-01-19)

Celebs Triumph The Insult Comic Dog, Sam Jay, Whitney Cummings, Tyra Banks, Tiffany Haddish, Sheryl Underwood, Thomas Lennon and Drew Barrymore.
Ep. 4: Sixty for Swifty (2025-01-19)

Celebs Julie Bowen, Margaret Cho, Leslie Jones, Carson Kressley, Ross Mathews, Kevin Nealon, RuPaul and Paul Scheer.
Ep. 5: Didn't Work If Nelly Didn't Laugh (2025-01-23)

Celebs Chaka Khan, Jay Leno, Tanner Adell, Whitney Cummings, Pete Holmes, Patton Oswalt, Nelly, Thoms Lennon.
Ep. 6: The Price Was Wrong Drew (2025-01-23)

Celebs Drew Carey, Max Greenfield, Rita Moreno, Bobby Moynihan, Pete Holmes, Lil Rel, Nicole Byer, and Jeff Dunham.
Ep. 7: It's a Hot Gentleman's Sweater (2025-01-29)

Nicole Byer, Drew Carey, Luenell, Debi Mazar, Bobby Moynihan, Chelsea Peretti, Phil Rosenthal and JB Smoove
Ep. 8: They Always Choose Me, Boo! (2025-01-29)

Julie Bowen, Margaret Cho, Leslie Jones, Carson Kressley, Jeannie Mai, Kevin Nealon, RuPaul and Paul Scheer
Ep. 9: Ex's Get the Square (2025-02-05)

Celebrity guests Mayim Bialik, Tiffany Haddish, Pete Holmes, Justin Long, Marsai Martin, Jimmy O. Yang, Kristen Schaal and JB Smoove.
Ep. 10: I'm Going to the Wrong Doctor (2025-02-05)

Celebrity guests Whitney Cummings, Tiffany Haddish, Kathy Hilton, Triumph the Insult Comic Dog, Thomas Lennon, Ms. Pat, JB Smoove and Casey Wilson.
Ep. 11: Let's Not Fight in Front of Wiz Khalifa (2025-02-12)

Celebrity guests: Whitney Cummings, Andra Day, Mickey Guyton, Pete Holmes, Wiz Khalifa, Jay Leno, Thomas Lennon and Dionne Warwick.
Ep. 12: It's a Wooden American (2025-02-12)

Celebrity guests: Tyra Banks, Jeff Dunham, Ron Funches, Tiffany Haddish, Justin Long, Chelsea Peretti, Jay Pharoah and Dusty Slay.
Ep. 13: A Little Doggy Gave It to Me (2025-02-19)

Celebrity guests: Tichina Arnold, Beth Behrs, Whitney Cummings, Tony Gonzalez, Triumph the Insult Comic Dog, Ross Mathews, Kevin Nealon and Aida Rodriguez.
Ep. 14: You Like Granny Panties (2025-02-19)

Celebrity guests: Yvette Nicole Brown, Whitney Cummings, Akbar Gbajabiamila, Oliver Hudson, Gabriel "Fluffy" Iglesias, Triumph the Insult Comic Dog, Sam Jay and Ross Mathews.
Ep. 15: You Lost Me at Nachos (2025-02-26)

Celebrity guests: Yvette Nicole Brown, Whitney Cummings, Oliver Hudson, Gabriel "Fluffy" Iglesias, Triumph the Insult Comic Dog, Phil Keoghan, Loni Love and Sheryl Underwood.
Ep. 16: I Can't Find My Wallet (2025-02-26)

Celebrity guests: Tichina Arnold, Mario Cantone, Jo Koy, Loni Love, Melanie Lynskey, Tig Notaro, June Diane Raphael and Jason Ritter.
Ep. 17: That’s Dad Math (2025-05-02)

Guests include Tichina Arnold, Annaleigh Ashford, Mario Cantone, Jo Koy, Vicky Lawrence, Tig Notaro, Russell Peters and Andrew Rannels.
Ep. 18: I’d Lick That Stamp (2025-05-02)

Guests include Tiffany Haddish, Justin Long, Marsai Martin, Kevin Nealon, Jimmy O Yang, Dusty Slay, JB Smoove and Casey Wilson.
Ep. 19: I’ve Been in 12 Sandwiches (2025-05-09)

Celebrity guests include Tichina Arnold, Beth Behrs, Mario Cantone, Pete Holmes, Jo Koy, Tig Notaro, June Diane Raphael, and Kristen Schaal,
Ep. 20: Between Two Nuts (2025-05-09)

Celebrity guests include Luenell, Debi Mazar, Jack McBrayer, Patton Oswalt, Ravi Patel, Mira Sorvino, Michaela Watkins, and Reggie Watts.