Everything Olivia Grayson touches in the business world turns to gold. Now, though, she reflects upon her life, and wishes she'd invested in her family as much as she did in her business. Eager to atone for past sins, Olivia does her utmost to support each of her children as they struggle through mid-life crises. While one of her sons is unhappily married to a cold, domineering woman, the other is completely oblivious to his son's struggles as a gay teen. And while one of her daughters is creatively stifled and overly timid, the other is professionally successful, but emotionally stunted. Together, the Grayson dynasty will confront conflicts past and present as Olivia takes them on a climactic family vacation.