Gillian thought she had everything she ever wanted. As a successful publicist running her own Manhattan firm, she finally made herself at home among the elite who eluded her throughout her youth. That is, until her career implodes, leaving her jobless, friendless and with a googleable reputation that follows her everywhere. So, when she receives an offer to become a “dorm mom” at Glen Ellen Academy, the prestigious Sonoma boarding school she attended two decades earlier on scholarship, she leaps at the opportunity for a change of scene. However, just as she begins to feel comfortable, a scandal surfaces on campus that threatens to derail everything. Now Gillian must figure out how to save her job, her students, her friends and her new romance before it’s too late.

Hannah is finally about to have everything she ever wanted. With a high-paying job, a Manhattan apartment, and a boyfriend about to propose, all she and Ethan have to do is make it through the last couple of weeks of grad school. But when, on a romantic weekend trip to Sonoma, Hannah is spontaneously offered a marketing job at a family-run winery and doesn't immediately refuse, their meticulously planned forever threatens to come crashing down. And then Hannah impulsively does the unthinkable --- she takes a leap of faith. Soon, the mission to rescue the failing winery becomes a mission to rescue Hannah from the life she thought she wanted.