Nora Barkin is an aspiring actress who supports herself by working for a courier service. No sooner has Nora's friend and coworker Bill Reagan jubilantly announced that he possesses a lottery ticket worth 13 million dollars than Bill is killed by an unknown assailant. Though discouraged from doing so by investigating detective Marinello, Nora insists upon trying to solve Bill's murder herself.

Harry Woltz is a homicide cop with a gambling problem; a problem that leaves him owing a great deal of money to the Russell brothers. To clear the debt they ask him to train John Farrow to murder his wife, Evans, without leaving the usual clues or making the usual mistakes. However when Harry's ex-partner is put on the case, she begins to get closer than Harry had thought before the case takes some unexpected twists.

Dead by Monday is a darkly comic tale of love and death... but not necessarily in that order. Julie is a sweet, vulnerable young woman who lacks confidence and is obsessed with the memory of her dead husband whom she idealizes. Alex is an angry writer. Talented but unable to repeat the success of his first novel, he has nothing left to say. Or live for. He just wants to die. Fate introduces these two lost souls at the edge of a cliff. While picking flowers Julie accidentally falls off. Alex, who has come to blow his brains out, is interrupted by her cry for help, just before he pulls the trigger.