 Michael DouglasBen Kalmen | Ben Kalmen |
 Susan SarandonNancy Kalmen | Nancy Kalmen |
 Danny DeVitoJimmy Marino | Jimmy Marino |
 Mary-Louise ParkerJordon Karsch | Jordon Karsch |
 Jenna FischerSusan Porter | Susan Porter |
 Imogen PootsAllyson Karsch | Allyson Karsch |
 Jesse EisenbergDaniel Cheston | Daniel Cheston |
 Richard SchiffSteve Heller | Steve Heller |
 Jake SicilianoScotty | Scotty |
 David CostabileGary Porter | Gary Porter |
 Ben ShenkmanPeter Hartofilias | Peter Hartofilias |
 Anastasia GriffithCarol Salomonde | Carol Salomonde |
 Alex KaluzhskyTed Loof | Ted Loof |
 Simona WilliamsNurse | Nurse |
 James ColbySgt. John Haverford | Sgt. John Haverford |
 Arthur J. NascarellaNascarella | Nascarella |
 Bruce AltmanDr. Steinberg | Dr. Steinberg |
| NNick H. ToomeyBill Rallye | Bill Rallye |
 Adam PallyIrate Student | Irate Student |
 Lenny VenitoTodd The Building Manager | Todd The Building Manager |
| GGreg McFaddenMaitre-D | Maitre-D |
 Ricky GarciaWaiter | Waiter |
 Douglas McGrathDean Edward Gitleson | Dean Edward Gitleson |
 Gillian JacobsTall Girl | Tall Girl |
| KKatherine OwensAllyson's Attractive Friend | Allyson's Attractive Friend |
| AArizona MuseKelly | Kelly |
| JJolynn CarpenterHipster Model (uncredited) | Hipster Model (uncredited) |
 Stephanie DanielsonFlirtatious Student (uncredited) | Flirtatious Student (uncredited) |
 Brooklyn DeckerWoman Walking by Ben on the Bench (uncredited) | Woman Walking by Ben on the Bench (uncredited) |
| BBianca GiancoliJogger (uncredited) | Jogger (uncredited) |
