Jeff and Samantha Jasinski (Neil Patrick Harris and Bonnie Somerville) are a middle class married couple that move from Delaware to New York City with their five-year-old daughter for a last chance at "the big time." When they arrive to New York, they realize that there is a huge problem: they can't get their daughter into a single private kindergarten, all of which have been booked solid for months. The couple is immediately laughed at by every New York school administrator before desperately turning to a kindergarten consultant who believes Jeff should pose as a high-profile poet to have his child accepted. Jeff pawns off his friend's filthy e-mails and text messages as his poetry, which the school principal loves. Through sexual blackmail and creative persuasion, the Jasinskis battle to enroll their child for the fall semester.