Jennifer (played by Jennifer Lawrence) is a 27-year-old woman who's struggling to find her place in the world. She's recently gone through a breakup and is feeling lost and uncertain about her future. When she's hired by Leo's (played by Andrew Barth Feldman) mother to look after him, she's hesitant at first. However, as she spends more time with Leo, a awkward and charming 30-year-old man with the emotional maturity of a teenager, she finds herself drawn to his quirky personality.