Two untalented singers are mistaken for a pair of major league safe crackers in Providence, Rhode Island. The two are pressed into service by the local hoodlums and quickly find themselves in conflict with their professional colleagues. Romantic interest is added by the daughter of the underworld leader who won't date the men she knows are gangsters.
| Actor | Role |
|---|---|
 Sam RockwellSamuel | Samuel |
 Steve ZahnEddie | Eddie |
 Mark RuffaloFrank | Frank |
 Josh PaisMitchell | Mitchell |
 Paul GiamattiVeal Chop | Veal Chop |
| MMichael SchmidtBernie Jr. | Bernie Jr. |
 Christina KirkHannah | Hannah |
 Raymond SerraBarber | Barber |
 Harvey FiersteinGood Stuff Leo | Good Stuff Leo |
 Michael LernerBig Fat Bernie Gayle | Big Fat Bernie Gayle |
 Michael ShowalterLarry | Larry |
 John HamburgPhilip | Philip |
 Ray IannicelliSwoop | Swoop |
 Ali MarshSherry | Sherry |
 Jacob ReynoldsCousin Ira | Cousin Ira |
 Peter DinklageLeflore | Leflore |
| MMark ShanahanParty Coordinator | Party Coordinator |
| EEmily Doubilet"Sweet" Denise Schneider | "Sweet" Denise Schneider |
| SSidney ZubrowPappy | Pappy |
| BBlue MorenoM.C. Victor | M.C. Victor |
| EEllen HauptmanJoyce Kaufman | Joyce Kaufman |
 John TormeyOlder Guy | Older Guy |
| DDon PicardGunter | Gunter |
| DDee Dee FriedmanBarbara | Barbara |
| CCarl DonHyman | Hyman |
 Allen SwiftSol | Sol |
 Seth HerzogGold Trophy | Gold Trophy |
| RRichard BolsterGold Trophy | Gold Trophy |
| BBrian MullenSelf | Self |
| IIan HelferJanusz | Janusz |