Jimmy's friends come to terms with their impending deaths as they are stalked by a hit man, Mr. Shhh, who never fails. Pieces accepts his fate, with Mr. Shhh providing a quick death. Easy Wind goes into hiding with a gang lord called Baby Sinister but is given up after Mr. Shhh infiltrates and kills most of Sinister's entourage. Because Franchise has a family to raise, Jimmy pleads with The Man With The Plan to spare his life. The Man With The Plan agrees to Jimmy's terms but betrays him anyway by having Franchise killed. The betrayal makes Jimmy vengeful; in turn, Jimmy is also sentenced to die.
Mr. Shhh finally locates Critical Bill holed up in his apartment, but is ambushed by Bill and the two end up killing each other. In the wake of Mr. Shhh's death, the contract on Jimmy falls to a trio of Mexican brothers. In his final hours, Jimmy says goodbye to Dagney, a young woman he had fallen in love with. Knowing that he will most likely be killed, Jimmy murders Bernard for all the misery he indirectly brought upon the group. He also impregnates Lucinda, a prostitute, in order to fulfill her wish of becoming a mother. In a pre-recorded Afterlife Advice video, Jimmy gives life advice to his unborn child. The trio of killers catches up to Jimmy and he takes his death gracefully. The Man With The Plan is seen mourning his son's death. Jimmy and his friends are then seen together having "boat drinks" in the afterlife.