Annie always thinks she knows what's best for everyone, but when her life goes sideways, she realizes that she doesn't even know the inner workings of her own heart.

After getting fired from her dream job at a tech company in New York City on the same day as she learns that her sister is engaged to the Worst Man Alive…again…Annie refuses to let this bad day get worse. When she sees an open position on her company's data strategy team, she's determined to get it. So what if she's never coded; how hard can it be?

Connor, the interim department head, is unconvinced. But Annie capitalizes on her insider knowledge that Connor's team of jolly nerds lacks a socially capable person and makes it her mission to convince him that she's the perfect fit. She'll just have to ignore the fact that he's an unfortunate combination of exceedingly aggravating and distractingly hot. If that wasn't tricky enough, Annie also has to attend her sister's second engagement party, an engagement Annie ruined the first time, and her sister has not forgotten.

So Annie must try to succeed in a job she has no business doing, navigate the budding tension with her new boss, and save her sister before she makes the worst decision a person can make. Annie's not worried though. If there's one thing she knows how to do, it's getting involved in the lives of others. But what if, this time, her efforts to help destroy everything she treasures most?