A Proposal in St. Moritz is a romantic drama about a successful owner of a growing advertising agency, Matt's agency is given a chance to pitch a U.S. TV campaign to one of the largest brands in Switzerland, an opportunity that would take Matt's company, Donnegan, to a whole new level. When we see his long term relationship with his girlfriend, Shannon, end abruptly, he invites his lifelong friend, Jen to spend a week with him in St. Moritz instead. Matt secretly harbored deeper feelings for Jen the moment he first laid eyes on her as a teenager. When a third and fourth wheel enter the picture, a dilemma consumes Matt and he must choose whether to make the TV campaign proposal for the deal he wants for his company's success or to plan a proposal for the woman he needs.