While sorting out her feelings about her broken marriage and seemingly broken body, she decides to move in with her lifelong best friend, Alejandro Cruz. Alex has been with Carly through all her triumphs as well as her low points, including the break-up with her first love, Josh McCarthy, whom Alex is still friends with.
Carly just wants to get to a point where she can get closure from all her relationships so she can succeed at one – just one that she can keep forever. Determined to help her do that, Alex invites Josh to their house for a “besties” get together weekend. Good food, good wine, and good conversation.
Fortunately for the three of them, closure is exactly what they all get, and for the first time in their lives, they can move forward. After all, Josh has really exciting news that he wants to share with his best friends: South Station Boyz are reuniting. With a new album, new videos, and even a new tour on the horizon, they invite Carly and Alejandro to join them and the Trainwreckz, the tongue-in-cheek nickname for their fans, on this crazy journey.
While trying to prove her closure to herself and others, she becomes quite enthralled with handsome group member (and band mate of Josh), Dave Butler. He returns the interest and sparks fly. Then, one unplanned, reckless night (something that goes against Carly’s very own DNA) in Miami derails all her hard work, possibly throwing everything into the wind. As she tries to sort it out, she also battles to not lose the people she loves. Can what she’s done while under one drunken indulgence ruin everything she’s worked so hard to fix after all this time?