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Season guide

Hollywood Squares: Season 1

20 episodes Premiered Jan 16, 2025 Updated Sep 26, 2026
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Season 1 Episodes

Episode Guide

🛡️ SPOILER SHIELD

Season 1 Progress Shield

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Binge Efficiency Engine

Season 1: Filler vs. Essential Canon

Filter episodes by narrative weight. Focus on essential mytharc and skip standalone side quests.

15%
85%
Mytharc (3): Crucial lore & season climaxes
Core (17): Character development & subplots
Side Quest (0): Standalone / filler
S1·E1 Mytharc

It's a Dysfunctional Family Show

Jan 16, 2025 · 22 min

Celebs Drew Barrymore, Triumph the Insult Comic Dog, Julie Bowen, Whitney Cummings, Thomas Lennon, Ms. Pat, Tiffany Haddish, Tyra Banks, and Jeff Ross.

S1·E2 Core

The Mayor of the Sun

Jan 16, 2025 · 22 min

Celebs Drew Barrymore, Drew Carrey, Bobby Moynihan, JB Smoove, Chelsea Peretti, Tichina Arnold, Nicole Byer, Debi Mazar, and Pete Holmes.

S1·E3 Core

It's a Kiss Party

Jan 19, 2025 · 23 min

Celebs Triumph The Insult Comic Dog, Sam Jay, Whitney Cummings, Tyra Banks, Tiffany Haddish, Sheryl Underwood, Thomas Lennon and Drew Barrymore.

S1·E4 Core

Sixty for Swifty

Jan 19, 2025 · 22 min

Celebs Julie Bowen, Margaret Cho, Leslie Jones, Carson Kressley, Ross Mathews, Kevin Nealon, RuPaul and Paul Scheer.

S1·E5 Core

Didn't Work If Nelly Didn't Laugh

Jan 23, 2025 · 22 min

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

S1·E6 Core

The Price Was Wrong Drew

Jan 23, 2025 · 22 min

Celebs Drew Carey, Max Greenfield, Rita Moreno, Bobby Moynihan, Pete Holmes, Lil Rel, Nicole Byer, and Jeff Dunham.

S1·E7 Core

It's a Hot Gentleman's Sweater

Jan 29, 2025 · 22 min

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

S1·E8 Core

They Always Choose Me, Boo!

Jan 29, 2025 · 22 min

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

S1·E9 Core

Ex's Get the Square

Feb 5, 2025 · 22 min

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

S1·E10 Core

I'm Going to the Wrong Doctor

Feb 5, 2025 · 22 min

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

S1·E11 Core

Let's Not Fight in Front of Wiz Khalifa

Feb 12, 2025 · 22 min

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

S1·E12 Core

It's a Wooden American

Feb 12, 2025 · 22 min

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

S1·E13 Core

A Little Doggy Gave It to Me

Feb 19, 2025 · 22 min

Celebrity guests: Tichina Arnold, Beth Behrs, Whitney Cummings, Tony Gonzalez, Triumph the Insult Comic Dog, Ross Mathews, Kevin Nealon and Aida Rodriguez.

S1·E14 Core

You Like Granny Panties

Feb 19, 2025 · 22 min

Celebrity guests: Yvette Nicole Brown, Whitney Cummings, Akbar Gbajabiamila, Oliver Hudson, Gabriel "Fluffy" Iglesias, Triumph the Insult Comic Dog, Sam Jay and Ross Mathews.

S1·E15 Core

You Lost Me at Nachos

Feb 26, 2025 · 22 min

Celebrity guests: Yvette Nicole Brown, Whitney Cummings, Oliver Hudson, Gabriel "Fluffy" Iglesias, Triumph the Insult Comic Dog, Phil Keoghan, Loni Love and Sheryl Underwood.

S1·E16 Core

I Can't Find My Wallet

Feb 26, 2025 · 22 min

Celebrity guests: Tichina Arnold, Mario Cantone, Jo Koy, Loni Love, Melanie Lynskey, Tig Notaro, June Diane Raphael and Jason Ritter.

S1·E17 Core

That’s Dad Math

May 2, 2025 · 22 min

Guests include Tichina Arnold, Annaleigh Ashford, Mario Cantone, Jo Koy, Vicky Lawrence, Tig Notaro, Russell Peters and Andrew Rannels.

S1·E18 Core

I’d Lick That Stamp

May 2, 2025 · 22 min

Guests include Tiffany Haddish, Justin Long, Marsai Martin, Kevin Nealon, Jimmy O Yang, Dusty Slay, JB Smoove and Casey Wilson.

S1·E19 Mytharc

I’ve Been in 12 Sandwiches

May 9, 2025 · 22 min

Celebrity guests include Tichina Arnold, Beth Behrs, Mario Cantone, Pete Holmes, Jo Koy, Tig Notaro, June Diane Raphael, and Kristen Schaal,

S1·E20 Mytharc

Between Two Nuts

May 9, 2025 · 22 min

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

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