Megan Smith has just graduated from Yale University ready to take on the world of journalism despite her current dead-end job for a tabloid magazine. Her plan is thrown into a tailspin when, all in one day, she gets fired, meets Laurel Limoges, a cosmetics mogul, and becomes a live-in tutor for Laurel's twin teenaged granddaughters. The girls, Rose and Sage are full of rebellion and not thrilled with their new arrangement, but Megan is determined to make it work.
While enjoying the perks of her new job - a private suite, convertible and live-in chef Marco - Megan catches the eye of Will, a wealthy and handsome dilettante who lives next door and is dating Megan's estranged sister, Lily. Keeping Megan sane through the whirlwind changes is Charlie, Megan's best friend who is keeping his love for her a secret.
Despite her complicated romantic, work, and family life, Megan strives to make a difference in the lives of the twins as she adjusts to a high society lifestyle in Palm Beach.