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Two overworked and underpaid assistants come up with a plan to get their bosses off their backs by setting them up with each other.
Glen Powell
as Charlie Young
Zoey Deutch
as Harper Moore
Taye Diggs
as Richard "Rick" Otis
Joan Smalls
as Suze
Meredith Hagner
as Becca
Lucy Liu
as Kirsten Stevens
Pete Davidson
as Duncan
Jon Rudnitsky
as Mike
Tituss Burgess
as Creepy Tim
Noah Robbins
as Intern Bo
Jaboukie Young-White
as Assistant Alex
Jake Robinson
as Golf Guy
Aaron Costa Ganis
as Dan
Wai Ching Ho
as Kristen's Mom
Jeff Hiller
as Mexican Restaurant Waiter
Evan Parke
as District Club Doorman
Doris McCarthy
as Restaurant Guest
Stacey Alyse Cohen
as Airport Security Officer - TSA
Shana Solomon
as Fancy Restaurant Waiter
Fabrizio Brienza
as Fancy Host
Shyrley Rodriguez
as Assistant Jamie
Jacqueline Honulik
as Date
Anna Suzuki
as Frantic Assistant Leslie
Stephanie Hsu
as Nervous Assistant Amber
Kate Middleton
as Mary
Annie Pisapia
as Traveler
Cody Calafiore
as Duncan's Hook-up
Leonard Ouzts
as UPS Guy
Jay Schmidt
as Assistant Steve
Serena Berman
as Young Talented Writer
Madison Arnold
as Dennis
Sonia Denis
as Ring Salesman
Fay Ann Lee
as Kirsten's Friend Emma
Steve Beauchamp
as Random Airport Traveler
Patrick Holden O'Neill
as Assistant Peter
Caitlin Brodnick
as Assistant Anna
H. Foley
as Lobby Delivery Guy
Buddy Bolton
as Homeless Guy
Josh Berresford
as Famous Athlete
Glen Powell
as Charlie Young
Zoey Deutch
as Harper Moore
Taye Diggs
as Richard "Rick" Otis
Joan Smalls
as Suze
Meredith Hagner
as Becca
Lucy Liu
as Kirsten Stevens
Pete Davidson
as Duncan
Jon Rudnitsky
as Mike
Tituss Burgess
as Creepy Tim
Noah Robbins
as Intern Bo
Jaboukie Young-White
as Assistant Alex
Jake Robinson
as Golf Guy
Aaron Costa Ganis
as Dan
Wai Ching Ho
as Kristen's Mom
Jeff Hiller
as Mexican Restaurant Waiter
Evan Parke
as District Club Doorman
Doris McCarthy
as Restaurant Guest
Stacey Alyse Cohen
as Airport Security Officer - TSA
Shana Solomon
as Fancy Restaurant Waiter
Fabrizio Brienza
as Fancy Host
Shyrley Rodriguez
as Assistant Jamie
Jacqueline Honulik
as Date
Anna Suzuki
as Frantic Assistant Leslie
Stephanie Hsu
as Nervous Assistant Amber
Kate Middleton
as Mary
Annie Pisapia
as Traveler
Cody Calafiore
as Duncan's Hook-up
Leonard Ouzts
as UPS Guy
Jay Schmidt
as Assistant Steve
Serena Berman
as Young Talented Writer
Madison Arnold
as Dennis
Sonia Denis
as Ring Salesman
Fay Ann Lee
as Kirsten's Friend Emma
Steve Beauchamp
as Random Airport Traveler
Patrick Holden O'Neill
as Assistant Peter
Caitlin Brodnick
as Assistant Anna
H. Foley
as Lobby Delivery Guy
Buddy Bolton
as Homeless Guy
Josh Berresford
as Famous Athlete
