| Directed by | ||
|---|---|---|
 | Jennifer Westfeldt | |
| Starring | ||
|---|---|---|
 | Adam Scott | Jason Fryman |
| Jennifer Westfeldt | Julie Keller |
| Jon Hamm | Ben |
| Maya Rudolph | Leslie |
| Chris O'Dowd | Alex |
 | Kristen Wiig | Missy |
| Megan Fox | Mary Jane |
| Lee Bryant | Elaine Keller |
| Kelly Bishop | Marcy Fryman |
| Cotter Smith | Phil Fryman |
| Nina Lafarga | Penelope |
| Vince Nappo | Businessman / Julie's Date |
| Derek Cecil | Pete |
| Katie Foster | Girl in Office / Jule's Assistant |
| Rekha Luther | Life Coach / Jason's Date |
| Peter K. Hirsch | Doctor in Delivery Room |
| John Lutz | Jason's Colleague at Work |
| Ken Barnett | Stage Manager in Chicago |
| Edward Burns | Kurt |
| Ilana Levine | Mom in Restaurant |
| Brian dArcy James | Husband in Restaurant |
| James McMillan | Missy's New Boyfriend |
| Michael Dean | Soho House Waiter (uncredited) |
| Steven Weisz | Doorman George |
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