Lindsay is faced with a life-altering decision as Christmas approaches: Stay in her tiny hometown and marry boyfriend Jason or accept a coveted post teaching at an Ivy League college on the other side of the country. What to do? Fortunately for Lindsay, she has some big-time help in the form of a magical messenger who is able to transport her three years into the future to see how it would all turn out. Lindsay, a psychology professor, gets a chance to decide between relocating to a new place for her dream job and marrying Jason, her childhood sweetheart when she is helped by a mysterious messenger.