Kaitlin Olson began her career in an improvisational group.
 She had minor roles in several television series before being cast as Deandra "Sweet Dee" Reynolds on the FX comedy series It's Always Sunny in Philadelphia (2005-2023)
Olson starred as Mackenzie "Mickey" Murphy in the Fox comedy series The Mick (20172018) and as Cricket Melfi in the Quibi comedy series Flipped (2020), which earned her a nomination for the Primetime Emmy Award for Outstanding Actress in a Short Form Comedy or Drama Series

