Two young New Yorkers begin to fall in love over the course of a single day, as a series of potentially life-altering meetings loom over their heads - hers concerning her family’s deportation to Jamaica, and his concerning an education at Dartmouth.

Samantha Kingston has everything. Then, everything changes. After one fateful night, she wakes up with no future at all. Trapped into reliving the same day over and over, she begins to question just how perfect her life really was.

Jimmy is struggling to grieve the loss of his wife while being a dad, friend, and therapist. He decides to try a new approach with everyone in his path: unfiltered, brutal honesty.