As the holiday gathering for a publishing firm nears, editor Maggie steps up to assist her boss, Amanda, in securing a date. Maggie enjoys playing matchmaker, but her skills are put to the test when Jaxson, her ex-boyfriend from college, unexpectedly appears at her workplace as a newly contracted, successful writer. Although Maggie wishes she could ignore her lingering feelings for him, Jaxson’s presence complicates matters. She must confront her past choices and navigate Amanda’s interest in Jaxson to create ideal pairings for the Christmas celebration.