Matt Selman also contributed as showrunner for the episodes "Go Big or Go Homer", "Livin La Pura Vida", "Thanksgiving of Horror", "The Miseducation of Lisa Simpson", "Bart the Bad Guy", "Highway to Well" and "The Hateful Eight-Year-Olds".

When Homer attempts to make an internet-based sports talk show, Bart interrupts him while filming, and they fight.

Guest stars: Asia Kate Dillon as Paula, Natasha Lyonne as Sophie and Jill Sobule performing "Lumberjill" The Simpson family is invited on the Van Houten's annual group trip to Costa Rica along with the Hibberts, Chalmers, Patty, and her girlfriend Evelyn, but Lisa is worried about the cost.

Embarrassed, the Simpsons prepare to leave early but discover that the property where they are staying belongs to the Van Houtens, and they are profiting off the other guests.

A Thanksgiving take on Treehouse of Horror: Guest star: Charlie Brooker as Social Media App voice Note: This marks the final time Russi Taylor provided the voice of Martin Prince, Sherri and Terri, and Uter (her lines were recorded before her death).

Although Bart and Martin attempt to manipulate footage of her smiling while making a speech, she is exposed and loses the election.

Marge convinces the townspeople to use treasure that the Sea Captain found to build a STEM school in Springfield.

Bart and Lisa alert the children, who negatively rate the algorithm until the server explodes and destroys the school.

Jealous, Mr. Burns devises his own cryptocurrency to devalue Frink's, but the computation would take thousands of years.

Homer starts playing word puzzles, Bart uses his imagination, and Lisa reads books on paper.

When Homer learns that Otto in uncomfortable shopping there, he opens a competing store out of the back of Moe's Tavern.

Helen's request for a youth pastor is answered by Bode Wright, a charismatic young preacher from Michigan.

When Homer's outburst ruins everyone's fun, he convinces everyone that romantic activities are not enjoyable for middle-aged people, and they should stop planning them.

Notes Several recurring guests made return appearances, including four stints from Joe Mantegna reprising his role of mobster Fat Tony, four different roles from Dawnn Lewis, Natasha Lyonne voicing Krusty's daughter Sophie again, Glenn Close as Homer's mother Mona Simpson, Kelsey Grammer as Sideshow Bob, Jon Lovitz as Artie Ziff, and Werner Herzog and Michael York as new characters Dr. Lund and Clayton respectively.

The season features guest appearances from John Mulaney, Michael Rapaport, Jason Momoa, Bob Odenkirk, Jane Goodall, Asia Kate Dillon, Fortune Feimster, Scott Bakula, Steve Ballmer, Zach Woods, Beanie Feldstein, Ed "Too Tall" Jones, Jim Parsons, Taran Killam, Dr. Drew Pinsky, Billy Porter, Kevin Smith, Joey King, Lilly Singh and Cate Blanchett.

Black Mirror creator Charlie Brooker has a cameo in a referential segment of "Thanksgiving of Horror" while the episode "Bart the Bad Guy" features Marvel Cinematic Universe producers Kevin Feige and the Russo Brothers in parody roles, along with Maria Hill actress Cobie Smulders.

"The Hateful Eight-Year-Olds" features Riverdale stars Camila Mendes, Madelaine Petsch and Lili Reinhart playing three girls who bully Lisa.

[27] Executive producer Matt Selman was also the showrunner for several episodes, a role he performed since the twenty-third season.

[29][30] It also featured the final episode written by Bill Odenkirk before leaving for the revival of the television series Spitting Image.

[32][33] The episode "The Incredible Lightness of Being a Baby" was delayed from the previous season, with the original intent to air it instead of "I'm Just a Girl Who Can't Say D'oh" on April 7, 2019.

The short film premiered on February 29, 2020, attached to advanced screenings of the Disney/Pixar release Onward with "The Incredible Lightness of Being a Baby" serving as a sequel to it.

The hour-long program featured interviews with guests and live interactivity with fans online, with recaps for the episodes that aired through April and May.

[37] The Simpsons episode aired on April 26 featuring Al Jean, cast member Yeardley Smith and writer and guest star Pete Holmes.

[39] Recurring co-star Russi Taylor died on July 26, 2019, and had been with the show since the first season voicing characters such as Martin Prince, Sherri and Terri and Üter Zörker.

Apu's portrayal came under scrutiny again when the Simpsons staff referenced the criticism as being too politically correct in the season 29 episode "No Good Read Goes Unpunished" which resulted in backlash from some people concerned about the issue who felt that the response was immature.

Azaria said that it was a mutual decision made between himself and the senior staff, stating, "all we know there is I won't be doing the voice anymore unless there's some way to transition it or something.

Executive producer James L. Brooks encouraged the staff to begin working from their homes in early March 2020, before California's stay-at-home order was declared.

In an interview with The Hollywood Reporter in late March 2020, Al Jean stated, "Production hasn't skipped a day or lost a beat.

He thought the season demonstrated the new freedom of creativity under Disney, with an episode about cannabis, parodies of the Treehouse of Horror series and the Marvel Cinematic Universe, and a continuation from an animated short shown in front of a Disney/Pixar feature.

Cartwright was nominated for playing Bart Simpson, Nelson Muntz, Ralph Wiggum and Todd Flanders for the episode "Better Off Ned" and Azaria for his roles of Professor Frink, Moe Szyslak, Chief Wiggum, Carl Carlson, Cletus Spuckler, Kirk Van Houten and Captain McCallister in "Frinkcoin".