In Angela opening Oliver's eyes to the joys that Rome has to offer, especially during the Christmas season, the two start to fall for each other. In appreciation, Oliver, in turn, agrees to help her put together a business plan for her own tour company offering specialized, seasonal tours, like one specifically for Christmas, the plan to present to potential investors.

Not knowing anything about Italian mores, Oliver decides to hire Angela to be his cultural tour guide in navigating the process with Forlinghetti for his planned four day stay. Angela knows that Oliver's approach in focusing solely on the financials will not impress an old world person like Forlinghetti, for who doing things the traditional Italian way will be just as if not more important as the money. A promotion to vice-president of the company rests on the deal happening. He expects to meet with Luigi Forlinghetti, seal the deal and leave Rome without experiencing any of it. Oliver is all work and no play, he especially seeing the Christmas season as an opportune time to do business as no one else wants to work and thus will rush into deals. It is when she is nursing her wounds about the job in not knowing what to do that she literally runs into Oliver Martin, who works for the New York based acquisitions firm Fiske and Drummond, he in Rome on business to acquire famed high end Italian ceramics company Forlinghetti for Fiske and Drummond. Her exuberance does end up getting her into trouble as, a few days before Christmas, she is fired by her boss Tomasso Toffino for not sticking to the 'tourist hot spots' protocol one too many times. American Angela de Luca is a tour guide in Rome, it a job she loves in showing visitors what she finds special about the city that can't be found in standard guide books.

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