The regular and recurring cast includes: •
Bobby Moynihan as Alexander "Alex" Riley (present): An inventor recalling three stages of his life. He lives with his best friend after a divorce from his wife, and soon learns his wife wants to move away with their daughter, Abby. •
Jack Dylan Grazer as Alexander "Alex" Riley (past): A middle school student who spends much of his free time inventing. He must adjust after moving in with his new stepdad and stepbrother. He crushes on Nori, whom he meets at his new school. •
John Larroquette as Alexander "Alex" Riley (future): The billionaire owner of the major company Riley Industries, who is now retiring. He reconnects with his old crush Nori. •
Brian Unger as Ron (past and present): Alex's stepfather. •
Jaleel White as Darryl (present): Alex's childhood friend and business partner who lets Alex live in his garage after Alex's divorce. • Alkoya Brunson as Darryl (past) •
Tim Reid as Darryl (future) •
Kelen Coleman as Abby Riley (future): Alex's daughter with Sarah. She is the general manager of the
Chicago Bulls. • Skylar Gray as Abby Riley (present) •
Mandell Maughan as Maggie Riley (past and present): Alex's mother. • Christopher Paul Richards as Justin (past): Alex's stepbrother. •
Ryan Hansen as Justin (present) •
Ed Begley Jr. as Justin (future): the Governor of California. •
Reylynn Caster as Eleanor "Nori" Sterling (past): Young Alex's crush who deals with having rumors spread about her. She has a crush on Alex. •
Sharon Lawrence as Eleanor Sterling (future): The owner of a diner. •
Ella Thomas as Jasmine (future): Future Alex's CFO and Darryl's daughter. • Mandeiya Flory as Jasmine (present) • Justin Stella as Phillip "Phil" Ricozzi (past): Alex's childhood nemesis who dated Nori. •
Stephen Rannazzisi as Phillip "Phil" Ricozzi (present) ==Production==