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$100,000 Pyramid Season 5

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5x01 Rosie O'Donnell vs Nate Berkus and Michael Kosta vs Roy Wood Jr. aired May 26, 2021

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5x02 Rachel Dratch vs Chris Redd and Dr. Oz vs Daphne Oz aired Jun 02, 2021

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5x03 Alex Moffat vs Michelle Collins and Dominique Jackson vs Indya Moore aired Jun 16, 2021

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5x04 Ali Wentworth vs Sara Haines and Kal Penn vs Michelle Buteau aired Jun 23, 2021

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5x05 Lorraine Bracco vs Ralph Macchio and Rosie O’Donnell vs Paige Davis aired Jun 30, 2021

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5x06 Joe Gatto vs Sal Vulcano and Desi Lydic vs Mikel Welch aired Jul 07, 2021

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5x07 Bridget Everett vs Dulce Sloan and Kathy Najimy vs Mario Cantone aired Jul 21, 2021

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5x08 Ana Gasteyer vs Rachel Dratch and Joe Gatto vs James Murray aired Jul 28, 2021

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5x09 Ryan Eggold vs Elizabeth Marvel and Joe Tessitore vs Tiki Barber aired Aug 11, 2021

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5x10 Ginger Zee vs Dascha Polanco and Dorinda Medley vs Sonjia Morgan aired Aug 18, 2021

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5x11 Ana Gasteyer vs Luke Kirby and Ashanti vs Clay Aiken aired Aug 25, 2021

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5x12 Kal Penn vs Kathy Najimy and Neil deGrasse Tyson vs Gilbert Gottfried aired Sep 01, 2021

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5x13 Mario Cantone vs Laura Benanti and Joe Tessitore vs Bridget Everett aired Sep 15, 2021

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