Disillusioned with his career and depressed on the heels of a recent breakup, 35-year-old Jesse Fisher finds his bleak future looking up after agreeing to speak at his alma mater, and meeting a pretty college sophomore who reawakens his inner passions. Jesse (writer/director Josh Radnor) is beginning to feel as if his options are shrinking after his latest relationship fails, and his job begins to grow suffocating. But when his former college professor (Richard Jenkins) requests that he speak at his upcoming retirement dinner, the increasingly reclusive thirtysomething sees it as a great opportunity to break out of his funk. Upon returning to his alma mater, Jesse finds his memories rushing back in a warm wave of nostalgia. Later, when Jesse forms a surprise connection with brassy college sophomore Zibby (Elizabeth Olsen), he finds himself suddenly reinvigorated, and possessing a newfound optimism for the future.