A man returns to his small hometown after learning that his mother has fallen ill and is about to undergo surgery.

Aspiring NYC artist John Hollar returns to his middle America hometown on the eve of his mother's brain surgery. Joined by his girlfriend, eight months pregnant with their first child, John is forced to navigate the crazy world he left behind as his dysfunctional family, high school pals, and over-eager ex flood back into his life ahead of his mother's operation.

Struggling New York City graphic novelist John Hollar learns that his mother, Sally is diagnosed with a brain tumor, and joins his brother, Ron, and father, Don, by her side. Her attending physician Dr. Fong tells them that the tumor is scheduled to be removed later that week. John is also facing the birth of his first child with his girlfriend Rebecca. Ron is spying on his ex-wife Stacey, who he divorced years ago, but he is confronted by her new partner Reverend Dan. John meets his high school classmate and mother's nurse Jason, who married Gwen, his ex-girlfriend. Jason rightly suspects that Gwen only married him after becoming pregnant with their child, and still has feelings for John..

John Hollar (Krasinski) is an aspiring NYC artist who takes his girlfriend (Kendrick) back to his Middle America hometown on the eve of his mother's brain surgery. There he's forced to navigate the crazy life he left behind as his dysfunctional family, high school pals, his father, and his over-eager ex-wife flood back into his life ahead of the operation.