After being unceremoniously let go from her job, Annie is willing to do anything to stay in New York - including taking another position for which she is wildly unqualified. The problem? Her new boss, Connor, knows that Annie is only pretending to know what she's doing and charming though she may be, she's not going to be able to talk her way out of not knowing how to code. To make matters worse, back home Annie's sister is going through a nightmare re-engagement to the worst man in Canada, which Annie is partly choosing to ignore because it's much more fun flirting with Connor, plotting ways to keep her new job, and playing matchmaker with her friends. But the more Annie raises the stakes on her scheming, the more she risks hurting the people who matter to her most...