Mickey and the kids go to great grandmother Rita Pemberton's 100th birthday celebration at her huge mansion. Mickey takes advantage of Rita when she discovers that Rita believes Mickey to be an old friend. Meanwhile, the kids' grandmother, Tippy, gives the family an unexpected surprise.

Mickey takes Sabrina to visit her mother in jail to gain closure, but it turns out Mickey may be the one who needs it the most. While visiting his father, Chip learns that he is in danger behind bars and enlists Jimmy for help. Meanwhile, Ben inadvertently distracts the bullies.

When Mickey learns they've all forgotten Ben's seventh birthday, the family is forced to put their selfish tendencies aside for one day and throw him the celebration he deserves, which proves way harder than it sounds.

Mickey's poor parenting skills are only made worse when a popular kid in Chip's class comes to the house for a sleepover. Meanwhile, Mickey and Alba try to tame Ben's fear of monsters.

Life in the Pemberton mansion gets even more chaotic when the kids catch a pair of intruders trying to break in. Then, Mickey tries to protect the kids in a case of mistaken identity.

When Mickey and Alba catch Ben lying and try to teach him a lesson, naturally their plan backfires. Meanwhile, Chip devises a spiteful plan to be crowned "Prince" at his school formal, and Jimmy teaches Sabrina how to dance.

Following graduation, Mickey and Alba discover that Sabrina is having second thoughts about attending Yale. In their attempt to sway her decision, Alba finds herself heavily involved at a Yale Alumni reunion event. Meanwhile, Chip is keen on re-branding himself before he starts high school, so naturally he decides to throw a party to prove his status.

The Pemberton kids learn some lessons in "tough love," when Mickey calls in their overly strict grandmother to discipline them. Meanwhile, Mickey reunites with Jimmy.

Mickey tries to quit smoking. Meanwhile, Ben meets a new friend.

The kids fight over who will take the master bedroom!

Sabrina tells Mickey she wants to augment her figure, so Mickey decides the best way to dissuade her from doing so is to do a test-run in public. Meanwhile, Jimmy takes Chip and Ben to a baseball game to teach them how to be more masculine.

An unapologetic degenerate moves to affluent Greenwich, CT, to raise the outrageously spoiled kids of her wealthy sister and brother-in-law, who have fled the country to avoid prosecution for illegal activities.

Mickey tricks Sabrina into thinking she's pregnant to scare her into taking birth control. Meanwhile, Chip considers a vasectomy to thwart gold-diggers, but has not even kissed a girl.

When Mickey's attempts at disciplining the kids are ignored, she decides to shed her "cool aunt" persona and lay down the law.

When Mickey believes Ben's school is discriminating against him, she stands up for her nephew. Meanwhile, Sabrina and Chip spend time with Alba and learn some surprising things about her.

The Pembertons return to their country club to restore their family reputation, but Mickey gets into a fight with the phony country club ladies and Chip has been demoted from the champion golf foursome.

After Chip gets roped into a scandal, Sabrina leads a School Honor Board trial against him, where he must choose between snitching on his teammates or taking the fall. Meanwhile, Alba dents the family Bugatti, with Ben as a witness.

When it seems as though Chip is getting scammed by a girl he met online, Mickey tries to teach him how to be a "wolf" vs. a "sheep." Meanwhile, Sabrina is scared that her boyfriend is beginning to mirror Jimmy's ways and she plans an intervention.

The tables are turned when a cyber bully targets Sofia, leading Mickey to come up with a plan for revenge. Meanwhile, Jimmy teaches Chip and Ben how to be self-sufficient, resulting in a painful disaster.

Mickey's unwanted suitors team up to thwart her new romance. Meanwhile, Sabrina and Alba teach Ben a lesson in responsibility.

Mickey and Alba go on a gambling binge. In Mickey's absence, Jimmy, Sabrina and Chip fight for control over the house, while one of them must watch over Ben.

Mickey and the kids are forced to downgrade from their temporary residence at a hotel after their financial advisor cuts them off due to excessive spending. Mickey and Sabrina refuse to accept the decision and launder up a plan to prevent anyone from stopping their stride. Meanwhile, Jimmy teaches Chip that the tricks to living in a luxurious hotel can be simple.

Mickey's relationship with Alba is tested when Greenwich divorcee Trish hits rock bottom and becomes the perfect new friend for Mickey. When Mickey sends Jimmy over to help Trish with some home repairs, she begins to question just how casual her relationship with him really is. Meanwhile, Sabrina and Ben take a shot at Chip's ego.

Mickey and Jimmy throw a Halloween party in their spooky, charred mansion but things get out of hand. Sabrina hopes to use the house party to cement her legacy, which her parents have tarnished, and Mickey teaches some pranksters a lesson.

When Mickey finds out Ben takes medication to keep him focused, she is determined to prove that he is a perfectly functioning kid without it. She and Alba take over his struggling science fair project, but become overly invested, while Jimmy helps Chip make his secret boys club cool again.