Full Cast — I Think You Should Leave with Tim Robinson (2019–2023)
Tim Robinson
Various Characters
Sam Richardson
Baby of the Year Host / Pacific Proposal Parks Owner / Dan
Patti Harrison
Candy / Tracy / Carrie / The Capital Room Investor
Conner O'Malley
Marcus / Rick / Draven / Horny Guy / Robby Star
Tim Heidecker
Gary / Howie / Dr. T
Brandon Wardell
Todd / Party Guest
Will Forte
Old Man on Plane
Artie O'Daly
Alan / Mike
Jessica Parker Kennedy
Megan
Zach Kanin
Andy Samberg
Paul
Jessica Jade Andres
Melissa
Matt Knudsen
John
Fred Willard
New Joe
Cecily Strong
Brenda
Dayna Dooley
Colleen
Lauran September
Dawn
Carmella Riley
Nancy
Whitmer Thomas
Sisa Grey