A young woman learns valuable lessons while developing a relationship with her new boss and his young son.

Tori, a sports agent who values winning at all costs, decides to become more feminine in order to impress her crush at work. When she finally lands the guy, she realizes she's lost not only her true self, but also the respect of those who've loved her all along.

When overworked lawyer Diana’s (Margo Harshman) uncle, Hugh, passes away she’s called back to his vineyard to settle his estate. Hugh has left half of his Golden Range Winery & Vineyard to Diana and half to Seth (Steve Talley), his right hand man and Diana’s ex-boyfriend. Hugh’s final request is that the two work the next harvest together, set to begin in a few weeks. Neither is happy at the arrangement but they begrudgingly agree. Furthermore, neighboring competitor Grant Garritson (Jack Wagner) threatens to drive a wedge into Diana and Seth’s already shaky relationship. They have a short window to figure it all out so that they both get what they ultimately want.