Jane is scrambling to get a handle on both her personal and professional life. With Billy returning from juvie, Jane is nervous about how things were left and what that means now for the two best friends. But, she doesn't have too much time to think about it because with India now gone from Donovan Decker, Gray is leaning on Jane more than ever. Jane starts to wonder if she may have a shot at the job, with a little encouragement from Jeremy, but some stiff competition might be standing in her way. Interior designer Martyn Lawrence-Bullard stops by the Donavan Decker offices to spruce up Gray's office.

It's Jane's big day - her birthday, but everyone seems to have forgotten - or so she thinks. Unbeknownst to her, Ben and Billy have grand plans to surprise Jane with a surprise birthday party. But their party plans start to unravel as Jane's hurt feelings and a work situation get in the way. In the end, it isn't a birthday party that gives Jane the surprise of her life.