Eddie is a grizzled war veteran who feels trapped in a meaningless life of fixing rides at a seaside amusement park. His days are a dull routine of work, loneliness, and regret.

Maybe it was a grandparent, or a teacher, or a colleague. Someone older, patient and wise, who understood you when you were young and searching, helped you see the world as a more profound place, gave you sound advice to help you make your way through it.

Eleven-year-old Nico Krispis has never told a lie. When the Nazis invade his home in Salonika, Greece, the trustworthy boy is discovered by a German officer, who offers him a chance to save his family. All Nico has to do is persuade his fellow Jewish residents to board trains heading “north,” where new jobs and safety await. Unaware that this is all a cruel ruse, the innocent boy reassures passengers on the station platform every day.

Eddie is a wounded war veteran, an old man who has lived, in his mind, an uninspired life. His job is fixing rides at a seaside amusement park. On his 83rd birthday, a tragic accident kills him as he tries to save a little girl from a falling cart. He awakes in the afterlife, where he learns that heaven is not a destination; it's a place where your life is explained to you by five people, some of whom you knew, others who may have been strangers. One by one, Eddie's five people revisit their connections to him on earth, illuminating the mysteries of his "meaningless" life.

As a child, Charley "Chick" Benetto was told by his father, "You can be a mama's boy or a daddy's boy, but you can't be both." So he chooses his father, only to see the man disappear when Charley is on the verge of adolescence. Decades later, Charley is a broken man. His life has been crumbled by alcohol and regret. He loses his job. He leaves his family. He hits bottom after discovering his only daughter has shut him out of her wedding. And he decides to take his own life.