Rebecca Trovatelli thought for sure she'd be in a better place when she reached her 30s. Yet here it is, her 33rd birthday, and she is only doing well at one thing: waiting. Waiting for her career to finally go in the direction she wants. Waiting for her children to finally listen to her. Waiting for the love of her life to realize he's ready to commit. In the meantime, she is haphazardly navigating the trenches at preschool, and trying to win over the mothers who seem so much better equipped to parent than she is. She is also making a conscious effort not to compare herself to her seemingly perfect friend whose life she mainly follows via a blog, and attempting to be happy for her ex-husband, by all outward appearances, has successfully moved on and started a new life.

Then Josh enters the picture. He's handsome and sweet. Her kids love him. Her parents approve. He takes her out and actually seems to want to be in an exclusive relationship. Suddenly, things are looking up for Rebecca, but by now she should know not to expect it to last for long. When things start to get complicated, Rebecca must reevaluate her life, her friends, and the choices she has made. And in doing so, she might just figure out what matters most.