Jack Nolan is a gentleman, a journalist, and unlucky in love. His viral success has pigeon-holed him as the how-to guy for a buzzy, internet media company instead of covering hard-hitting politics. Fed up with his fluffy articles and the app-based dating scene as well, he strikes a deal with his boss to write a final piece de resistance: How to Lose a Girl. Easier said than done when the girl he meets is Hannah Mayfield, and he's not sure he wants her to dump him. Before Jack and Hannah know it, their fake relationship starts to feel all too real—and neither of them can stand to lose each other.