After Brandi Chastain scores the World Cup-winning goal against China and rips off her jersey to celebrate, Evan gets his first case of "the tingles", and now Louis and Eddie must team up to give him the talk. Meanwhile, Jessica and Honey are learning what it means to be best friends, and we learn a whole lot more about Marvin's family.
Y2K is on the horizon. While Grandma Jenny, Emery and Evan look to the future, Louis and Jessica take a trip down memory lane. Eddie, on the other hand, is stuck trying to navigate the present after his first college visit doesn't exactly go according to plan.
After seeing Marvin enter retirement, Grandma Huang decides it's her turn to retire from something. When Louis fails to celebrate her as she wanted, it will take a visit from Hurricane Gene - and maybe a hot tub - to make things right.
Eddie faces his fears and finally introduces his girlfriend, Tina, to his mom; Louis searches for his next passion.
It's Halloween again, and with Eddie getting closer to college, the Huang boys are determined to find a group costume they can all agree on. Meanwhile, Louis decides this is the year he'll finally show Jessica why his favorite spooky holiday is so great.
When Matthew Chestnut returns to Cattleman's Ranch, everyone but Louis agrees that he's a bad influence, leaving it up to the unlikely team of Jessica, Eddie and Trent to help take him down. While that goes down at the Ranch, Emery and Evan cruise the open water with Marvin and give him a crash course in feminism and etiquette.
When Evan starts to behave more like a typical eighth-grader, Jessica worries that his future as doctor-president may be in danger. Meanwhile, Eddie has decided on Allen Iverson as his "hero" subject for an essay, sending Louis on a mission to prove that he's just as worthy of that title.
The Huang parents are out to make big changes in the lives of their friends and family: Jessica scheduling mandatory family time with Eddie, Emery and Evan; and Louis dead set on taking Honey's blog to the next level, landing her a spot on "Good Morning Orlando". However, they may be in for a surprise when the boys and Honey let them know how it feels to be on the other side of their good intentions.
Louis starts to fantasize about passing the Cattleman's Ranch torch to Eddie but is worried about his menu choices. Meanwhile, Jessica is still struggling to get on board with Emery's new acting hobby. And when Louis scores a spot on "Who Wants To Be A Millionaire", host Regis Philbin offers Louis and Jessica more answers than million-dollar questions.
Louis tries to help Jessica with holiday planning. Eddie, Emery, and Evan find themselves on the naughty list for breaking an expensive gift.
With a little help from Louis' business advice, Jessica lands her dream job as a private school dean. Yet, after learning she was the token diversity hire, she quickly discovers a way to flip the script and use her title to make a difference. Meanwhile, Eddie and Emery teach Evan the hard way that it's okay for the brothers to have their own "things" at school.
In a selfish move to avoid Jessica's wrath once SAT scores arrive, Eddie convinces Evan that coaching from former classmate and spelling bee champ Simryn is exactly what he needs to finally win the state spelling bee. However, when it backfires and Evan begins to spiral, Eddie gets some much-needed wisdom from Simryn's dad. On the other side of town, Jessica and Louis convince Emery to get a job only to be shocked by what he chooses.
Fresh off of a parenting brag to Honey, Jessica finds herself overwhelmed by a heartbroken Evan who wants to spend more time with her. Meanwhile, Emery announces his newfound veganism and faces the wrath of The Burger Boys - Louis and Eddie.
When the trusty family van takes a turn for the worse, Jessica and Louis each process the loss in their own way; the boys sneak off on a road trip to find their Washington, D.C., time capsule.
Jessica grapples with her vision of the future; the boys are each realizing what to label as their own goals.