Bethenny gets busy building her brand empire and, in typical Bethenny fashion, has found a way to mix business with pleasure. With her staff in tow, the team heads to Jim Bean to discuss some exciting ideas that are brewing with Skinnygirl Cocktails. Things do not slow down for a moment as Bethenny learns the hard way that home renovations are no joke and begins to feel overwhelmed. Things reach a boiling point as she tries to manage everyone and everything in the project and her life but realizes she has become the middle man. . .or woman as it were. When her beloved Gina stops by, she can't help but show her true feelings and for a moment Bethenny allows herself to let go. Has the unstoppable Bethenny reached her breaking point?

Bethenny and Jason arrive at the one and only Pamilla resort in Los Cabos for their extended and much needed vacation. It's been a tough road up until now but with Bryn and Veronica in tow, they are hoping to relax. But paradise loses a little bit of its glimmer once Bethenny and Jason start talking about past wounds. Fortunately, the rollercoaster ride of their relationship bounces back with a good dose of humor on both their parts. Finally, it's time for Bethenny's birthday, a day that goes much better for her than in previous years.

A long vacation is just what the doctor ordered for Bethenny and Jason, but the ups and downs that come with it are not. On the second leg of their trip, Jason decides that he has waited long enough to break some news about their new apartment and where they may have to live before they can move in. Willing to put themselves out there again, literally, Jason and Bethenny find themselves on yet another boat ride from hell. Bethenny and Jason can't seem to escape from their own personal issues and a lengthy discussion about work, life, and love forces Jason to face his deepest fears.