The comedy centers on Glen "Fitz" Fitzgerald (James Pumphrey), a young man, marijuana dealer, and former rock band drummer living in Los Angeles, California. His best friends dropped out of the band, Torigl, three months prior, causing the group to part and him to fall back on selling weed in his garage. He dates Monica (Abby Elliott), who works at a news company, and hangs out with his rebellious teen neighbor, Jimmy (Dylan O'Brien), who skips school. Fitz also believes in the "triangle theory", where everything in the world can connect in group of threes (a joke ran throughout the film). One day, after Fitz is nearly arrested in a weed bust of one of his clients, he leaves his girlfriend behind and flees to temporarily stay in Oakland, California to avoid arrest. Jimmy convinces him to join his trip so he can visit his mother there, as his father James Malone Sr (Rob Riggle) plans to send him to military school for missing and failing classes.