Jimmy Boner, a 20-something slacker living with his parents, is given an ultimatum by his wicked stepmother to find a job and move out within 3 months after he accidentally walks in on her book club meeting wearing nothing but an iPod. Jimmy scrambles to find a job and lands an interview at a rundown, overworked accounting office where he meets Ivana, a recently-demoted corporate ice queen with whom Jimmy falls instantly in love. Through a miracle of fate, Jimmy gets the job despite having no marketable skills and puts his nose to the grindstone, working grueling hours and enduring Ivana's constant disappointment, in the hopes of impressing her and garnering her affections. Chaos, hilarity, and triumph ensue as Jimmy seeks to gain independence and find true love.

In the town of Greensville, where cannabis is recently legal, Thomas and Anthony run the best pizza joint in town, Phu-King Pizza! They have a deal in place with ex-dealer-turn-business-man, Playa Playa, to use his most coveted strain, "Jamaican Goddess," and infuse it directly in to the pizza sauce. Just as business is looking up, they discover on pay day that the $20k owed to Playa Playa has been stolen. The duo, along with their band of misfit employees, are given until midnight to pay the debt... or else.