When Yasmeen's Hollywood producer friend, Sonia, asks her to post a casting call for a reality show called The One That Got Away, she sets off on a journey to help her playboy cousin, Sam, reconnect with his ex. But in the process, Yasmeen begins exploring her "what-ifs" as she realizes that she's a 39-year old who puts everyone's needs above her own, including the career needs of her "perfect" husband and the emotional needs of her very difficult 6-year old daughter.