Publishing assistant Brett Eisenberg wants to be a big-time editor. However, she lacks self-confidence, a problem that isn't helped by her new, overbearing boss. Brett soon enters into a relationship with Archie, an older man who has plenty of his own issues, including alcoholism, diabetes and a difficult relationship with his daughter. Intent on helping Archie get past his problems, she turns to her dying father for advice.

Ryan and Pete are 27-year old best friends in Miami, born on the same day and each searching for the perfect woman. Ryan is a rookie stockbroker living with his psychic Mom. Pete is a slick surfer dude yet to find commitment. Each meets the women of their dreams on the same day. Ryan knocks heads in an elevator with the gorgeous Jessica, passing out before getting her number. Pete falls for the insatiable Tiara, but Tiara's uncle is mob boss Vincent Bublione, charged with her protection. This high-energy romantic comedy asks to what extent will you go for true love?