In a chaotic world where Millennials are criticized for their financial struggles, Lance Sutherland reflects on his life while talking to an older woman writing a book about him. They bridge their generational gap as Lance shares his story, starting with a train ticket to Chicago. Upon arrival, he meets his cousin Jack, who picks him up. Their conversation turns to job hunting, which Lance describes as a painful experience, a sentiment echoed by Jack, who is also dissatisfied with his career