Piper Davis is a dedicated proposal planner who orchestrates elaborate proposal events for her clients. With Valentine's Day around the corner, she is overloaded with requests, on top of dealing with mixed emotions aligned with the holiday, due to a past failed romance.

Every year, Megan, an ambitious young woman uses the weeks leading up to Christmas to become the ultimate holiday freelance assistant for hire, helping with any Christmas related tasks for extra income. But when the opportunity arrives to save a Christmas party and dazzle her crush, she must choose between the man of her aspirations and Mr. Right.