One year ago, Kate's roommates conspired to send her on a blind date. On Valentine's Day. That night she met Reed, and the Dating Challenge was born. Every two weeks they have taken turns attempting to plan the better date, their relationship evolving across every season. They have weathered returning exes, overcome haunting secrets, and even met each other's families, but as they approach the anniversary of the night they met, a new threat has emerged, and this threat has a name.Hannah.Reed is in New York, starting his internship and career, while Kate is still in Boulder, completing her own degree. Hannah sees the distance between them as an opportunity, and has set her sights on claiming Reed as her own. She believes she is a better match for him, and will do anything to ensure Kate is forgotten. Her scheme will force Reed to make a choice, to prove he and Kate are fated to be together. One last date. One grand gesture. The Dating Challenge is about to be won.