- Drew Barrymore Erin
- Justin Long Garrett
- Charlie Day Dan
- Jason Sudeikis Box
- Christina Applegate Corinne
- Jim Gaffigan Phil
- Ron Livingston Will
- Oliver Jackson-Cohen Damon
- Kelli Garner Brianna
- Rob Riggle Ron
- June Diane Raphael Karen
- Matt Servitto Hugh
- Leighton Meester Amy
- Mike Birbiglia Toby the Waiter
- Kristen Schaal Female Bartender
- Natalie Morales Brandy
- Meredith Hagner