Alex Riley experiences defining moments at different points in his life.
Darryl encourages mid-life Alex to get back into the dating scene following his divorce; young Alex has trouble making friends after his embarrassing moment at the school dance; and older Alex finally has his first date with Eleanor.
Young Alex gives away his most prized possession, a signed Michael Jordan rookie card, in an attempt to impress his crush, Nori. Also, mid-life Alex struggles to find the money to take his daughter, Abby, on a glamping trip with her friends, and older Alex tries to make plans for his birthday so he doesn't have to spend it alone.
Mid-life Alex is devastated when he learns Ron showed Abby his favorite movie, "Star Wars," for the first time, a moment he had been waiting for. Also, in 1991, Young Alex convinces Justin to sneak out of the house to watch "Star Wars" on the big screen, and in 2042 Older Alex finds himself working for Eleanor at the diner.
When Mid-life Alex helps his daughter, Abby, with a family tree project, he's tempted to find his biological father. Also, Young Alex must perform at Ron's family reunion talent show, and Older Alex meets Older Abby's new boyfriend.
Mid-life Alex contemplates accepting a new job offer and leaving his partnership with Darryl. Also, Young Alex works with Young Darryl on an invention for his school's Invention Convention, and Older Alex meets Eleanor's fiancé, a contractor helping to fix his roof.
Mid-life Alex becomes friends with another dad at Abby's school, Ben, without realizing he's the guy who ruined his marriage. Also, Young Alex competes for Nori's attention on a field trip, and Older Alex runs into his former business rival, Kelly Frasier.
Young Alex and Justin panic when they are left home alone for the first time and think someone is breaking in. Also, Mid-life Justin notices Mid-life Alex financially struggling and asks for his help with a new business proposition, and Older Alex and Justin become emotional when they return home to sell their parents' house.
Darryl and Wendy set up Mid-life Alex on a blind date during Thanksgiving dinner. Also, Young Alex and Justin compete to impress Nori's brother when Nori and her brother join their family for Thanksgiving, and Older Alex goes to the diner to see Eleanor on Thanksgiving Day and is surprised when Kelly shows up.
Lisa decides to invest money in Mid-life Alex's new invention, and it begins to affect their dating relationship. Also, while Young Alex and Justin secretly play with their Christmas present from their parents ahead of the holiday, they accidentally break it, and Older Alex interferes with Abby's career.
Mid-life Alex sells one of his inventions to his childhood arch-nemesis, Phil. Also, Young Alex is challenged to a fight by his classmate, Phil, and Older Alex accompanies Eleanor to Phil's funeral and gives an eulogy when no one steps up to speak.
Darryl asks Mid-life Alex to wait until after Wendy's birthday to break up with Lisa. Also, Young Alex runs for student council president against Nori, and Older Alex gets upset when he finds out Abby quit her job.
Mid-life Alex contemplates getting back together with his ex-wife, Sarah, when she visits for Abby's birthday party. Also, Young Alex attempts to move on from his crush on Nori by inviting his lab partner, Julia, to the dance, and Older Alex makes one last-ditch effort to keep Eleanor from leaving Los Angeles with her fiancé.
