Casey Wells, self-proclaimed workaholic jilted at her wedding rehearsal, has decided that a career and love life simply do not mix. However she is not prepared for the likes of Shawn Lafferty. Shawn presents Casey a wager shortly after they meet. $5000 says Casey cannot maintain a successful relationship with him and hold down her demanding job. Casey cannot resist the challenge, but will she reign victorious? Especially when ownership of the company is handed to her on a silver platter.