When a video goes viral of Bart and Homer fighting goes viral, they begin a journey as social media celebrities. Meanwhile, Lisa battles the school's new industrialized detention system.
Homer is demoted to supervising interns, among whom is go-getter millennial Mike, a 35-year-old who asks Homer to be his mentor. However, when Homer inspires Mike to start a business of his own, the two find themselves being chased by the mob.
When the wrong man is arrested for pickpocketing Springfield during the San Castellaneta street festival, Chief Wiggum sets out to catch the real criminal.
Horrors include a demon Maggie, a mission to rescue Milhouse from another dimension, dead-Homer's spirit trying on some new bodies for size, and Selma finally finding love in an unlikely place.
After a trip to Aquatraz Water Park, Lisa becomes determined to set free Springfield's most vicious animals in captivity. Meanwhile, Homer fulfills a lifelong dream of buying a boat, and quickly realizes boat ownership sucks.
Marge becomes a competitive lumberjack and goes on a month-long retreat to Portland with her trainer, whom Homer fears will take his wife away from him.
The Simpsons join other Springfield families on the Van Houten's annual trip to Costa Rica, which they obviously can't afford. While there, Homer befriends Patty's new girlfriend, Evelyn, and Lisa tracks down the real reason the Van Houtens can go on this trip every year.
The Simpsons face various Thanksgiving nightmares, including the first Thanksgiving, an A.I. mishap and a dangerous space mission complicated by a sentient cranberry sauce.
Todd blames God for the death of his mother and rejects his faith, so Ned sends him to live with the Simpsons, hoping they can scare him into believing in God again.
Sideshow Bob gets contracted as this year's mall Santa. Meanwhile, someone is stealing all the Christmas packages off people's front porches.
Homer and Marge attend Artie Ziff's wedding and become quite uncomfortable when they realize that his bride-to-be is a clone of Marge. Meanwhile, Lisa grapples with the misogynistic implications of the immediate popularity she receives after getting her new Invisalign braces.
Marge recruits Chrissy Teigen and John Legend for an education-based proposal.
Homer and Marge compete to be the topic of Lisa's "Most Interesting Person I Know" essay. Lisa instead chooses Professor Frink. While Lisa works on the essay, Frink develops a cryptocurrency, overtaking Mr. Burn's title of richest man in Springfield. With new fame, Frink struggles to know who his real friends are, while Mr. Burns schemes to take his title back.
Bart accidentally sees a brand-new superhero movie a month before it comes out and the world cowers before his newfound plot-spoiling powers. Thus, a new super-villain is born: Spoiler Boy. Heroic movie executives try to stop Bart before he succumbs to the temptations of ultimate evil.
Marge implements a screen time limit for the whole family, all of whom all easily adjust to the new lifestyle. However, Marge realizes that she is the one addicted - not her husband and children.
Jealous of Bart's bond with Ned, Homer mentors Nelson in retaliation, but an act of heroism helps Homer to regain Bart's respect.
When Maggie goes to pre-school, Marge decides to get a job to pass the time and ends up working at an upscale weed dispensary. Then, Homer decides to open his own dispensary that mimics a sketchy drug deal, putting their two businesses at odds.