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The owner of a factory that produces flavor extracts, Joel Reynold (Jason Bateman) seems to have it all, but really doesn't. What's missing is sexual attention from his wife, Suzie (Kristen Wiig). Joel hatches a convoluted plan to get Suzie to cheat on him, thereby clearing the way for Joel to have an affair with Cindy (Mila Kunis), an employee. But what Joel doesn't know is that Cindy is a sociopathic con artist, and a freak workplace accident clears the way for her to ruin Joel forever.
Single mother Susan Carpenter works as a waitress alongside her feisty family friend Sheila. Taking care of everyone and everything in his own way is Susan's older son Henry. Protective of his brother and a tireless supporter of his often self-doubting mother, Henry blazes through the days like a comet. When Susan discovers that the family next door harbors a dark secret, she's surprised to learn that Henry has devised a plan to help the young daughter.
After his beloved father (Brian Dennehy) dies, dimwitted Tommy Callahan (Chris Farley) inherits a near-bankrupt automobile parts factory in Sandusky, Ohio. His brand new stepmother, Beverly (Bo Derek), wants to cash out and close, but Tommy's sentimental attachment to his father's employees spurs him to make one last-ditch effort to find someone who will buy their products. With his father's tightly wound assistant, Richard (David Spade), in tow, Tommy hits the road to scare up some new clients.
Facing unemployment and his girlfriend's rejection, writer Eddie Morra is sure that he has no future. That all changes when an old friend gives him a drug that produces enhanced mental acuity. Stoked on the untested chemical, Eddie rises to the top of the financial world and attracts the attention of a tycoon (Robert De Niro) who intends to use him to make a fortune. But terrible side-effects and a dwindling supply threaten to collapse Eddie's house of cards.