After an unexpected breakup and a challenge to save her failing business, Hannah (Sarah Drew), who created the dating app, Perfect One, heads home for the holidays. When she returns, she runs into her high school boyfriend, Sam (Niall Matter), and makes a deal with her dad, Ted (Michael Gross) to sign up for the town’s Christmas Cupid, an anonymous holiday pen pal service. Hannah starts to become smitten with the beautiful letters she receives, and when Christmas Eve arrives and she learns her pen pal’s identity, she may learn that her soul mate is the last person she ever expected.