Real estate rising star Molly, who breaks up with Jackson, a smitten but under achiever, on Valentine's Day because he may have lied for her. Molly goes to New Mexico to get a high profile promotion and soon finds herself close to being engaged to the although generous Greg. At a twist of fatea proposed business deal to get a trendy winery puts Molly face-to-face again with the remorseful Jackson, with a few surprises.