Follows four contestants from different generations as they battle to answer questions on pop culture to win a cash prize of up to $25,000.
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Lilly Singh
Self - Host
Alicia Silverstone
Self
Will Smith
Self
Christopher Walken
Self
Liv Tyler
Self
Jeff Daniels
Self
Liza Minnelli
Self
Katy Perry
Self
Phil Collins
Self
Colleen Ballinger
Self
Rick Astley
Self
Gucci Mane
Self
Sum 41
Themselves
Alex Petrovich
Self - Contestant
Martin Ortega
Self - Contestant
Richard McBride
Self
Matt Beatty
Contestant
La Carmina
Self - Contestant
