Polly (Sarah Chalke) is a single mom who has recently divorced. The transition hasn't been easy for her, especially in this economy. So, like a lot of young people living in this new reality, she and her daughter, Natalie (Rachel Eggleston), have moved back home with her eccentric parents, Elaine (two time Golden Globe and Emmy nominee Elizabeth Perkins) and Max (three time Emmy winner Brad Garrett). But Polly and her parents look at life through different generational lenses. Polly (in contrast to how she was raised) aspires to be organized and together, while Max and Elaine live a more free-flowing, improvisational life-style. Polly wants to take it slow with new relationships, while her parents encourage her to be more sexually adventurous. Polly's co-worker and close friend, Jenn (Stephanie Hunt), also encourages her to jump right back into the dating world.

Polly and her parents' views on parenting itself also conflict: Polly wants to be an involved modern parent, but Max and Elaine are laid back, hands-off parents from the 1970s. Polly believes children need to be sheltered and have structure and guidance, while Max and Elaine feel that children need the freedom to fall and pick themselves back up. After all, Polly turned out okay, so what's the big deal?

They say it takes a village to raise a child, but in Polly's case, this village is on fire, and although her ex-husband Julian's (Jon Dore) intentions are good, he doesn't exactly help extinguish the flames. But through figuring out how to live with her dysfunctional family, Polly realizes she might even be able to learn a few helpful things about herself.