App designer Carter Montgomery has thrown herself into being a successful co-founder of LadyLuck for the last half decade. Until now, she's been content to focus on work mixed with a little light fun. It takes a horrible date with an infuriating woman to make her realize that maybe she isn't so satisfied with things and that it's time she got serious about investing in her love life.Jamie Prescott spends her time working in different cities, always with a new startup to wrangle as she avoids putting down roots. It's worked well for her so far, at least as well as living out of hotels and having casual flings can for a person. When Jamie ends up in San Francisco, she expects some carefree hookups from the LadyLuck app. She isn't expecting to meet Carter, a woman who's as frustrating as she is attractive. Carter is finally ready for something serious, and Jamie wants anything but emotional vulnerability. Why is it that everyone around them seems to think that might just make them the perfect match?