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- Justin Timberlake as Dylan Harper
- Mila Kunis as Jamie Rellis
- Woody Harrelson as Tommy Bollinger
- Jenna Elfman as Annie Harper
- Patricia Clarkson as Lorna
- Richard Jenkins Mr. Harper
- Nolan Gould as Sammy
- Bryan Greenberg as Parker
- Emma Stone as Kayla
- Andy Samberg as Quincy
- Masi Oka as Darin Arturo Morena
- Shaun White as Himself
- Lili Mirojnick as Laura