Columnist Anna Appleby has left her love life behind after a painful divorce. Who needs love when she has two kids, a cat and an ex-husband to think about? Besides, she'd rather be single than subject herself to the hell of online dating. But her office rival is vying for her column, and no column means no stable source of income. So in a desperate attempt to keep her job, Anna finds herself pitching a unique angle: seven dates, all found offline, chosen by her children.

From awkward encounters to unexpected connections, Anna gamely begins to put herself out there, asking out waiters and the mailman, even her celebrity crush. But when a romantic connection appears where she least expected it, will she be brave enough to take a chance on love?