Leo Moore is an ordinary middle-aged man navigating an ordinary middle-aged life, a life that's been satisfying enough. But being the middle child of two successful, established siblings, whose existence is a constant unintentional reminder of where he's gone wrong in life, has him contemplating making a change.

When the opportunity to fix a past mistake and create a different future arises, he jumps at the chance to prove to himself and his family that he's grown and changed for the better. When more of his past shows up than expected, Leo has to figure out what's worth holding on to and what's worth letting go.