Annabelle Granger has recently inherited her grandmother's matchmaking business, and is dedicated to making it as successful as possible. To do that, however, Annabelle needs to land a high-profile, major client, and has set her sights on one of Chicago's most eligible bachelors. Health is wealthy and sexy and is looking for a wife. But his career as a sports agent leaves him little time to find the perfect woman. Deciding to adopt the same ruthless approach to his personal life as he does to his business negotiations seems logical to him. Unfortunately, such an approach does not endear him to Annabelle and he keeps scaring off her best candidates. But Annabelle has worked too hard to let her business fall, and she will do whatever it takes to find a match for the obnoxious Heath - even if the perfect candidate turns out to be the woman they least expected...