Cassidy Harper (Virginia Kull) is a struggling actress sleeping on her mother's couch (Marilu Henner) and grinding out auditions, fearing that any chance at stardom may have already passed her by. Desperate to save enough money to move to Hollywood, she takes a job working as a runner for her mother's boyfriend (Ed Begley, Jr.), an importer in Chicago's diamond district. When she realizes the money is trickling in too slowly for her to put a stake together, she conspires with the owner's son (Ashton Holmes) to stage a robbery and keep the diamonds - using her former boyfriend (Zach McGowan) as the fall guy. Their hare-brained scheme only gets more complicated when she realizes she's still in love with her volatile ex.

The not so smart Dwayne intends to open a massage parlor with his partner Travis, but he does not have money for the investment. He decides to hire a hit-man to kill his father, The Major, who won a large amount of money in the lottery years ago, but the killer demands US$ 100,000 for the job. Dwayne and Travis kidnap the pizza delivery boy Nick and they dress Nick in a vest with a timer and several bombs. Then Dwayne tells Nick that he has ten hours to rob US$ 100,000 from a bank. Once he does, he would give Nick the code to release the vest. Nick summons his best friend Chet to help him in the heist but the scheme does not work the way Dwayne has plotted.