Olive, an average high school student, sees her below-the-radar existence turn around overnight once she decides to use the school's gossip grapevine to advance her social standing. Now her classmates are turning against her and the school board is becoming concerned, including her favorite teacher and the distracted guidance counselor. With the support of her hilariously idiosyncratic parents and a little help from a long-time crush, Olive attempts to take on her notorious new identity and crush the rumor mill once and for all.
As she reaches her mid-thirties and quits her lucrative job, singleton Olivia finds herself unsure about her future and her relationships with her successful and wealthy friends. She begins to envy the security of her richer friends and, although their lives may seem easier, Olivia's friends have their problems too: screenwriters Christine and Patrick are unable to collaborate on their latest project, Jane and Aaron have lost the romance in their relationship, and Franny and Matt have difficulties handling the demands of parenthood.
Whenever trouble strikes in one of her relationships, single mother Mary Jo Walker and her daughter, Ava, pack up and move to another city, a routine Ava is tiring of. This time, they are helped on their move to San Diego by trucker Jack Ranson. While Ava settles in, getting a leading part in the school play, Jack starts dating Mary Jo but soon reveals himself to be controlling and aggressive. Mary Jo prepares to flee again, angering Ava.
