Vince Vaughn as David

Cobie Smulders as Emma

Chris Pratt as Brett

Britt Robertson as Kristen

Jack Reynor as Josh

Bobby Moynihan as Aleksy

Andrzej Blumenfeld as Mikolaj

Simon Delaney as Victor

Dave Patten as Adam

Adam Chanler-Berat as Viggo

Amos VanderPoel as Taylor

Matthew Daddario as Channing

Jessica Williams as African American Spa Worker

Leslie Ann Glossner as Young Romantic Girl

Derrick Arthur as Young Boozer

Michael Oberholtzer as Bag Boy

Sébastien René as Ryan

Kevin Hopkins as Andrew Johansson

Stephen Ellis as 18th Century Professor

Zachary Hernandez as Brett's Four Year-Old

Erin Gerasimovich as Brett's Six Year-Old

Kyle Sutton as Brett's Eight Year-Old

Lynda Gravatt as Judge Logan

Starla Benford as Personal Care Assistant

Damian Young as Attorney Williams

Finnerty Steeves as Loan Officer #1

Don Guillory as Loan Officer #2

Richard Poe as Loan Officer #3

Jessica Abo as Reporter #1

Logan Crawford as Reporter #2

Alice Gainer as Reporter #3

Darin Guerrasio as Customer #1

Jonah Nathan as Employee

Bruce Altman as Mass Action Attorney

Alexander Flores as Teenage Clerk

Matthew J. Walters as Stroller Salesman

Stephanie Berry as Straightforward Nurse

Joseph Tudisco as Sports Store Owner

Akim Black as Scalper

Kate Dalton as Sabrina

Gabe Doran as Patrolman

Glenn Fleshler as Coffee Shop Owner

Matthew Sean Blumm as Male Nurse

Mark Zimmerman as Hospital Doctor

Angela Bellotte as Girl with Short Skirt

Charlie Romanelli as Hardhat

Pasha Pellosie as Boyfriend #1

Connor Fox as Boyfriend #2

Isaac H.W. Joseph as Boyfriend #3

Jay Leno as Himself

Bill Maher as Himself

Nancy Nagrant as Victor's Wife

Jamie Lynn Weisman as Aleksy's Wife

Pantea Karimi as Ultrasound Technician

Chris Hernandez as Biological Son

Dave Thompson as Nick (uncredited)