Katie Otto, a confident, unapologetic wife and mother of three, raises her flawed family in the wealthy town of Westport, Connecticut, filled with "perfect" mommies and their "perfect" offspring. Katie's perfectly imperfect world is upended when her neighbor's decision to move notches her up from her ideal social standing and sets her on a path to ensure that doesn't happen, regardless of the consequences.
Luckily, her husband, Greg Otto, supports her in every way possible, but with a dash of reality thrown in as they work to ensure their children do not end up like everyone else. However, that isn't going to be easy when her oldest teenage daughter, Taylor, is already set on the "perfect" path; middle son Oliver has one goal in life: to be rich; and her youngest, Anna Kat, needs a little extra help navigating life. Then there are her friends, Angela and Doris, who help Katie keep it all in perspective and are the allies she needs in a town where "keeping it real" is not a compliment.
Despite her flaws and unconventional ways, Katie ultimately only wants the best for her kids and will fight tooth-and-nail to instill some good old-fashioned values in them, if it's the last thing she does.