Season 5

1. Rosie O'Donnell vs Nate Berkus and Michael Kosta vs Roy Wood Jr.

2021-05-26 · 45m

Featuring Rosie O'Donnell, Nate Berkus, Michael Kosta and Roy Wood Jr.

2. Rachel Dratch vs Chris Redd Tonight and Dr. Oz vs Daphne Oz"

2021-06-02 · 45m

Michael Strahan returns as host of "The $100,000 Pyramid" and he's bringing the hottest names in film, TV, sports, entertainment and comedy with him to ABC Wednesday nights. This week, "Saturday Night Live" stars Rachel Dratch and Chris Redd compete for the winner's circle, and Dr. Mehmet Oz squares off against his daughter Daphne Oz.

3. Alex Moffat vs Michelle Collins and Dominique Jackson vs Indya Moore

2021-06-16 · 45m

Featuring "Saturday Night Live" star Alex Moffat and comedian and radio host Michelle Collins followed by stars of FX's "Pose" Dominique Jackson and Indya Moore.

4. Ali Wentworth vs. Sara Haines and Kal Penn vs. Michelle Buteau

2021-06-23 · 45m

Ali Wentworth vs. Sara Haines; and Kal Penn vs. Michelle Buteau.

5. Lorraine Bracco Vs Ralph Macchio And Rosie O'Donnell Vs Paige Davis

2021-06-30 · 45m

This week, Lorraine Bracco faces off against Ralph Macchio followed by actress and comedian Rosie O'Donnell and Paige Davis.

6. Joe Gatto vs Sal Vulcano and Desi Lydic vs Nikel Welch

2021-07-07 · 45m

Joe Gatto faces off against Sal Vulcano followed by comedian Desi Lydic and interior designer Mikel.

7. Bridget Everett Vs Dulce Sloan And Kathy Najimy Vs Mario Cantone

2021-07-21 · 45m

Bridget Everett Vs Dulce Sloan And Kathy Najimy Vs Mario Cantone

8. Ana Gasteyer Vs Rachel Dratch And Joe Gatto Vs James Murray

2021-07-28 · 45m

This week's celebrity guests are "Saturday Night Live" alums Ana Gasteyer and Rachel Dratch followed by "Impractical Jokers" Joe Gatto and James Murray.

9. Ryan Eggold vs Elizabeth Marvel and Joe Tessitore vs Tiki Barber

2021-08-11 · 45m

10. Ginger Zee vs Dascha Polanco and Dorinda Medley vs Sonjia Morgan

2021-08-18 · 45m

Ginger Zee faces off against actress Dascha Polanco followed by Dorinda Medley and Sonja Morgan.

11. Ana Gasteyer vs Luke Kirby and Ashanti vs Clay Aiken

2021-08-25 · 45m

This week on "The $100,000 Pyramid," actress and comedian Ana Gasteyer faces off against actor Luke Kirby followed by actress and singer Ashanti and singer Clay Aiken.

12. Kal Penn vs Kathy Najimy and Neil deGrasse Tyson vs Gilbert Gottfried

2021-09-01 · 45m

13. Mario Cantone Vs Laura Benanti And Joe Tessitore Vs Bridget Everett

2021-09-15 · 45m

Celebrity guests are actor and comedian Mario Cantone and actress Laura Benanti followed by Joe Tessitore (ABC's "Holey Moley") and comedian Bridget Everett.