On the brink of losing her childhood home, Maddie discovers an intriguing job listing: wealthy helicopter parents looking for someone to “date” their introverted 19-year-old son, Percy, before he leaves for college. To her surprise, Maddie soon discovers the awkward Percy is no sure thing.

Faced with sudden doubts about her marriage, a young New York mother teams up with her larger-than-life playboy father to tail her husband.

The iconic Carlyle hotel has been an international destination for a particular jet set as well as a favorite haunt of the most discernible New Yorkers.