JJ instantly wants to join a sled hockey team made up entirely of people with disabilities, but Jimmy is not thrilled and thinks it’s dangerous. Meanwhile, Maya takes a CPR class with Kenneth, and she sees how popular he is and realizes that she needs to be nicer in order to keep him as JJ’s aide.

Dylan becomes Kenneth’s replacement for JJ when Kenneth also gets sick. Jimmy ends up doing well with Maya’s normal duties, but he tries to keep it from her to avoid her feeling bad. Meanwhile, JJ protects Dylan from a boy she’s interested in. And despite its illness, the family bands together and pulls an all-nighter to finish Ray’s school project.

It’s prom night, and all three DiMeo kids are going, which leaves Maya and Jimmy with a rare night to themselves. Kenneth is shocked to learn that they like to spend their nights without the kids to bring up past arguments they have bottled up or ignored in the past.

Ray is miserable after breaking up with Taylor. When Maya cheers him up with a day out, Ray has a plan of his own. Meanwhile, JJ is nervous about his first friend date with Aaron, so Dylan offers to make sure everything goes smoothly; however, it’s everything but smooth. And Kenneth teaches Jimmy how to be the one in charge at home.

The DiMeos realize they have great intentions but lack follow-through when it comes to … everything. Vowing to change, Ray and Dylan take on government bureaucracy; Kenneth helps JJ prepare for college; and Maya tries to reconnect with Jimmy.

JJ’s love-match with Izzy becomes a cage match with Kenneth. Maya and Jimmy dismiss Valentine’s Day as a holiday for suckers until they find a way to profit from it. Unable to find a date to a prepaid romantic night out, Ray brings Dylan.