Plot
One day, actor Andy Samberg invites the disaffected Tommy Walcott into a limo in LA. There, he offers him a role in a 30-day adventure. Tommy agrees, so meets two hosts in a warehouse who explain the life or death reality game show hosted on the dark web.
Telling his family, Tommy's mother and roommate Laurie and sisters Amy and Mary are incredulous. They believe it is a ruse to avoid closure with his former life-long girlfriend, Theresa. Tommy seeks someone on Craigslist to accompany him for the month.
On the night of day 5, Tommy crashes at Amy and her boyfriend Malcolm's. Upon awakening, he panics when spotting a rifle-wielding hunter figure outside and not seeing Malcolm. He bursts into Malcolm's bathroom to not die. Startled, Tommy gets expulsed in the middle of the night, forcing him to hire homeless stranger James to be his shadow.
Tommy and James have an uneventful week. However, on the night of day 13, he narrowly escapes a Michael Jackson lookalike attack. The next day, Tommy and James meet Maddy from Craigslist, who says she has 15 days remaining. He proposes they stick together to avoid dying.
The two quickly bond. However that night, Tommy is awakened in Maddy's bed by a production assistant ninja troupe. They warn him he is not so safe. Tommy convinces Maddy to move with him to a local motel. There, they are threatened by a Mario hunter, the supposed manager and plumber.
On day 19, another Craigslist message claims to have important information about the game, however Maddy discourages Tommy from responding. Charlie explains the game show is billed as a comedy called DOG ("Delusions of Grandeur") and they are the punchline. Unsettled, Maddy abruptly leaves without Tommy.
Frustrated, Tommy returns to Amy and Malcolm’s, where he loudly rebukes the show's viewers, threatening to murder Andy Samberg if Maddy gets hurt. That night, he is again awakened and led to a limo. There, Tommy surprisingly finds Dennis, his estranged father of thirty years.
Wayne Brady told Dennis that Maddy is unhurt. After apologizing for abandoning him and Laurie, he then encourages Tommy to win her back. So, the next morning, he and James go to Maddy's, who confesses she lied about being part of the game out of boredom, believing it was a role play dating scenario.
Receiving his mother’s cryptic text urging him home, Tommy runs. He is attacked by a Ellen DeGeneres lookalike midway, losing a tooth but escaping. James catches up, and is by his side when he arrives home to his family’s intervention.
Tommy bolts with James to hide at a homeless encampment. There, he promises to get him a place with some of the prize money. James reveals his name is actually Walter, which Tommy had got wrong when they met.
On day 27, Tommy wakes alone, escapes and spends the next few nights at another encampment, growing increasingly unkempt. On night 29, the production assistants wake Tommy. They explain they relocated Walter nearby, so the finale is more exciting.
Tommy is asked to leave the encampment and await a limo. While waiting, he escapes the cowboy hunter, who explains the whole game was tailored for him, drawing characters from his interests and past. In the limo, Andy Samberg offers Tommy to forgo the cash to return home safely, but Tommy refuses.
Back at the original warehouse, Tommy is chased by a sumo wrestler, a comedian Sinbad, and a samurai. Again at the room where it all started, it is empty. Suddenly, stage lights flood the area, the hosts enter, followed by many production assistants and hunters. All congratulate him for being the game’s first winner.
Tommy returns home vindicated, but reveals the prize money is being delivered as 250 monthly (i.e. 21 years) installments of 4,000 dollars paid in Greenlandic krone. He invites Walter to room with him. Before returning home, Tommy seeks Maddy and the screen cuts out as he nervously knocks on her door.
