The $100,000 Pyramid - Season 4

1. Leslie Jones vs. Rosie O'Donnell and Anthony Anderson vs. Cheryl Hines

Aired: 6/9/2019

As part of ABC’s “Summer Fun & Games,” the premiere episode features two games: one with actress and comedian Rosie O’Donnell vs. “Saturday Night Live”’s Leslie Jones, followed by actress Cheryl Hines competing against Anthony Anderson (ABC’s “black-ish”).

2. Italia Ricci vs. Kal Penn and Ayesha Curry vs. Graham Elliot

Aired: 6/16/2019

First, Italia Ricci competes against her “Designated Survivor” co-star Kal Penn. Next up, the stars of ABC’s “Family Food Fight” Ayesha Curry and Graham Elliot compete with hopes of making it to the winner’s circle and the ultimate prize of $100,000.

3. Karamo Brown vs. Bobby Berk and Joel McHale vs. Alyson Hannigan

Aired: 6/30/2019

On this episode Karamo Brown faces off against Bobby Berk and Joel McHale challenges Alyson Hannigan.

4. Joe Gatto vs. Sal Vulcano and Roselyn Sanchez vs. Ross Matthews

Aired: 7/7/2019

First up, Joe Gatto competes against Sal Vulcano (“Impractical Jokers”). Next up, Roselyn Sanchez of ABC’s “Grand Hotel” and television personality Ross Mathews compete with hopes of making it to the winner’s circle and the ultimate prize of $100,000.

5. Rob Gronkowski vs. Julian Edelman and Bobby Moynihan vs. Kelly Osbourne

Aired: 7/14/2019

This week, former New England Patriots tight end Ron Gronkowski faces off against former teammate and New England Patriot wide receiver, Julian Edelman. Game two of the evening pairs Bobby Moynihan (Disney Channel’s “DuckTales”) and television host Kelly Osbourne.

6. Chris Sullivan vs. Susan Kelechi Watson and Jamie-Lynn Sigler vs. Steve Schirripa

Aired: 7/21/2019

First, Chris Sullivan competes against his “This Is Us” co-star Susan Kelechi Watson. Next up, the stars of “The Sopranos” Jamie-Lynn Sigler and Steve Schirripa compete with hopes of making it to the winner’s circle and the ultimate prize of $100,000.

7. Anthony Anderson vs. Jay Pharoah and Jeff Ross vs. Pete Holmes

Aired: 7/28/2019

First, Anthony Anderson (ABC’s “black-ish”) competes against comedian Jay Pharoah. Next up, actor and comedian Jeff Ross and Pete Holmes (“Crashing”) compete with hopes of making it to the winner’s circle and the ultimate prize of $100,000.

8. Bridget Moynahan vs. Jay Glazer and Chris Sullivan vs. Jennie Garth

Aired: 8/11/2019

First, Bridget Moynahan (“Blue Bloods”) competes against Fox Sports contributor Jay Glazer. Next up, Chris Sullivan (“This Is Us”) and Jennie Garth (“BH90210”) compete with hopes of making it to the winner’s circle and the ultimate prize of $100,000.00.

9. Hill Harper vs. Mary Lynn Rajskub and Sara Haines vs. James Van Der Beek

Aired: 8/18/2019

First, Hill Harper (ABC’s “The Good Doctor”) competes against actress Mary Lynn Rajskub. Next, Sara Haines (ABC’s “Strahan & Sara”) and James Van Der Beek (“Dawson’s Creek”) compete with hopes of making it to the winner’s circle and the ultimate prize of $100,000.

10. Rachel Dratch vs. Kevin Nealon and Sherri Shepherd vs. Adam Pally

Aired: 8/25/2019

First, actress and comedian Rachel Dratch (“Wine Country”) competes against comedian Kevin Nealon (“Hiking with Kevin”). Next, comedian and actress Sherri Shepherd and actor Adam Pally compete with hopes of making it to the winners circle and the ultimate prize of $100,000.

11. Joel McHale vs Rich Eisen and Jerry Ferrara vs La La Anthony

Aired: 9/8/2019

12. Rosie O'Donnell vs Leslie Jones and Anna Camp vs Chris Parnell

Aired: 9/15/2019

13. Bobby Moynihan vs Hasan Minhaj and Katie Couric vs Mario Cantone

Aired: 9/22/2019