“Hollywood Squares” Kicks Off Season 2 with Star-Studded Celebrity Lineup

The 2025-2026 broadcast season’s #1 new unscripted series, HOLLYWOOD SQAURES, returns to CBS for a second season bigger than ever – featuring over 70 new celebrity guests. This season’s newcomers who will share the board with famed center square Drew Barrymore include Anthony Anderson, Glenn Close, Kat Dennings, Fortune Feimster, Zarna Garg, Jay Mohr, Padma Lakshmi, Joel McHale, Ariana Debose and Arsenio Hall. Fan-favorite celebrities are back, including Whitney Cummings, Tiffany Haddish, Pete Holmes, Lil Rel Howery, Triumph the Insult Comic Dog, Leslie Jones, Jo Koy, Ross Mathews, Ms. Pat and RuPaul.

HOLLYWOOD SQUARES airs Wednesdays beginning Wednesday, January 7 (8:00-9:00 PM, ET/PT) on the CBS Television Network, and available to stream on Paramount+ (live and on-demand for Paramount+ Premium plan subscribers, or on-demand for Paramount+ Essential subscribers the day after the episode airs)*. Nate Burleson returns as host.

See below celebrity guest lineup and storylines for HOLLYWOOD SQUARES episodes airing January 7 and January 14:

“I Will Not Be Ignored, Glenn!” Wednesday, January 7 (8:00-8:30 PM, ET/PT)

Celebrity Squares: Anthony Anderson, Glenn Close, Whitney Cummings, Pete Holmes, Lil Rel Howery, Triumph the Insult Comic Dog, Leslie Jones and Ross Mathews

Contestants: Kevin from Ventura, Calif., and Allis from Madison, Ind.

“Between a Cardigan Sandwich” Wednesday, January 7 (8:30-9:00 PM, ET/PT)

Celebrity Squares: Whitney Cummings, Kat Dennings, Fortune Feimster, Tiffany Haddish, Pete Holmes, Padma Lakshmi, Joel McHale and RuPaul

Contestants: Darian from St. Louis, Mo., and Lauren from Overland Park, Kan.

“This Is the Best Show on TV” Wednesday, January 14 (8:00-8:30 PM, ET/PT)

Celebrity Squares: Whitney Cummings, Ariana Debose, Fortune Feimster, Tiffany Haddish, Arsenio Hall, Lil Rel Howery, Jo Koy and Ms. Pat

Contestants: Andrew from Hampstead, N.H., and TK from Lompoc, Calif.

“I’m Terrified of Triumph” Wednesday, January 14 (8:30-9:00 PM, ET/PT)

Celebrity Squares: Anthony Anderson, Glenn Close, Whitney Cummings, Zarna Garg, Pete Holmes, Triumph the Insult Comic Dog, Leslie Jones and Jay Mohr

Contestants: Marco from San Diego, Calif., and Lisa from Pacifica, Calif.

*Paramount+ Premium subscribers will have access to stream live via the live feed of their local CBS affiliate on the service, as well as on demand. Paramount+ Essential subscribers will not have the option to stream live, but will have access to on-demand the day after the episode airs.