Addicts Bracket Challenge: Best Season of The Simpsons, Week 5

It was six years ago, just after the NHL Stanley Cup Playoffs bracket was complete that I thought it might be cool to do a The Simpsons Tapped Out bracket. Here we are six years later, and it’s time for our seventh TSTO Addicts Bracket Battle!

How much longer EA can keep Tapped Out going is up for debate. It is equally debatable how long The Simpsons will keep going. But what isn’t debatable is that there have been A LOT of incredible seasons of The Simpsons. 32 in fact. But which of the 32 seasons has truly been the best? With that in mind, we present to you TSTO Addicts’ The Best Season of The Simpsons Bracket Battle.

For rules and regulations, check out the Week 1 post here.


First, for the results from last week:

Season 7 (78.0%) defeated Season 8 (22.0%)

Season 9 (77.5%) defeated Season 10 (22.5%)

Season 23 (63.2%) defeated Season 24 (36.8%)

Season 25 (57.9%) defeated Season 26 (42.1%)


Here’s the updated Bracket unveiled (click on image to view enlarged version):

Be sure to come back tomorrow to see how you’re doing in the pick’em contest.


Time to get Round 2 underway.


Season 2 vs Season 4

Tale of the Tape:

Season 2 4
Premiere 11-Oct-90 24-Sep-92
Finale 11-Jul-91 13-May-93
# of Episodes 22 22
Episodes “Bart Gets an ‘F'”, “Simpson and Delilah”, “Treehouse of Horror”, “Two Cars in Every Garage and Three Eyes on Every Fish”, “Dancin’ Homer”, “Dead Putting Society”, “Bart vs. Thanksgiving”, “Bart the Daredevil”, “Itchy & Scratchy & Marge”, “Bart Gets Hit by a Car”, “One Fish, Two Fish, Blowfish, Blue Fish”, “The Way We Was”, “Homer vs. Lisa and the 8th Commandment”, “Principal Charming”, “Oh Brother, Where Art Thou?”, “Bart’s Dog Gets an ‘F'”, “Old Money”, “Brush with Greatness”, “Lisa’s Substitute”, “The War of the Simpsons”, “Three Men and a Comic Book”, “Blood Feud” “Kamp Krusty”, “A Streetcar Named Marge”, “Homer the Heretic”, “Lisa the Beauty Queen”, “Treehouse of Horror III”, “Itchy & Scratchy: The Movie”, “Marge Gets a Job”, “New Kid on the Block”, “Mr. Plow”, “Lisa’s First Word”, “Homer’s Triple Bypass”, “Marge vs the Monorail”, “Selma’s Choice”, “Brother from the Same Planet”, “I Love Lisa”, “Duffless”, “Last Exit to Springfield”, “So It’s Come to This: A Simpsons Clip Show”, “The Front”, “Whacking Day”, “Marge in Chains”, “Krusty Gets Kancelled”
Average Viewers 24.4 million 22.4 million
Most Watched Episode “Bart Gets an F” (33.6 million) “Lisa’s First Word” (28.6 million)
Safi’s Favourite “The Way We Was” “Marge vs the Monorail”
Guest Stars Alex Rocco, Audrey Meadows, Carol Kane, Cloris Leachman, Daniel Stern, Danny DeVito, Daryl Coley, Diana Tanaka, Dustin Hoffman, Frank Welker, George Takei, Greg Berg, Harvey Fierstein, James Earl Jones, Joey Miyashima, Jon Lovitz, Ken Levine, Larry King, Marcia Wallace, Phil Hartman, Ringo Starr, Sab Shimono, Tom Poston, Tony Bennett, Tracey Ullman Adam West, Barry White, Bette Midler, Bob Hope, Brooke Shields, David Crosby, Elizabeth Taylor, Gene Merlino, Hugh Hefner, Johnny Carson, Jon Lovitz, Joyce Brothers, Kipp Lennon, Leonard Nimoy, Linda Ronstadt, Lona Williams, Luke Perry, Marcia Wallace, Michael Carrington, Michele Pillar, Pamela Reed, Phil Hartman, Red Hot Chili Peppers, Sara Gilbert, Tom Jones

Poll to follow all 4 Tale of the Tapes.


Season 14 vs Season 15

Tale of the Tape:

Season 14 15
Premiere 03-Nov-02 02-Nov-03
Finale 18-May-03 23-May-04
# of Episodes 22 22
Episodes “How I Spent My Strummer Vacation”, “Bart vs Lisa vs the Third Grade”, “Large Marge”, “Helter Shelter”, “The Great Louse Detective”, “Special Edna”, “The Dad Who Knew Too Little”, “The Strong Arms of the Ma”, “Pray Anything”, “Barting Over”, “I’m Spelling as Fast as I Can”, “A Star Is Born Again”, “Mr. Spritz Goes to Washington”, “C.E.D’oh”, “‘Scuse Me While I Miss the Sky”, “Three Gays of the Condo”, “Dude, Where’s My Ranch?”, “Old Yeller-Belly”, “Brake My Wife, Please”, “The Bart of War”, “Moe Baby Blues” “Treehouse of Horror XIV”, “My Mother the Carjacker”, “The President Wore Pearls”, “The Regina Monologues”, “The Fat and the Furriest”, “Today I Am a Clown”, “‘Tis the Fifteenth Season”, “Marge vs Singles, Seniors, Childless Couples and Teens, and Gays”, “I, (Annoyed Grunt)-bot”, “Diatribe of a Mad Housewife”, “Margical History Tour”, “Milhouse Doesn’t Live Here Anymore”, “Smart & Smarter”, “The Ziff Who Came to Dinner”, “Co-Dependents’ Day”, “The Wandering Juvie”, “My Big Fat Geek Wedding”, “Catch ‘Em If You Can”, “Simple Simpson”, “The Way We Weren’t”, “Bart-Mangled Banner”, “Fraudcast News”
Average Viewers 14.4 million 11.0 million
Most Watched Episode “I’m Spelling as Fast as I Can” (22.1 million) “I, (Annoyed Grunt)-Bot” (16.3 million)
Safi’s Favourite “The Bart of War” “The President Wore Pearls”
Guest Stars Weird Al’ Yankovic, Adam West, Andy Serkis, Baha Men, Ben Schatz, Blink-182, Brian Setzer, Burt Ward, David Byrne, David Lander, Elliott Gould, Elvis Costello, Eric Idle, Gene Merlino, George Plimpton, Helen Fielding, Jackson Browne, James L Brooks, Jan Hooks, Jane Kaczmarek, Joe Mantegna, John Kassir, Jonathan Taylor Thomas, Keith Richards, Kelsey Grammer, Ken Burns, Larry Holmes, Lenny Kravitz, Lisa Leslie, Little Richard, Marcia Wallace, Marisa Tomei, Mick Jagger, Pamela Reed, Sally Stevens, Scott Thompson, Stacy Keach, Steve Buscemi, Terry W Greene, Tom Petty, Tony Bennett, Tony Hawk Ashley Olsen, Brave Combo, Charles Napier, Dick Tufeld, Dudley R Herschbach, Evan Marriott, Glenn Close, Ian McKellen, Isabel Sanford, J.K. Rowling, Jackie Mason, Jane Kaczmarek, Jane Leeves, Jennifer Garner, Jerry Lewis, Jim Gilstrap, Jon Lovitz, Marcia Wallace, Mark Campbell, Mary-Kate Olsen, Matt Groening, Michael Moore, Mr. T, Nichelle Nichols, Nick Bakay, Oscar De La Hoya, Sarah Michelle Gellar, Simon Cowell, Thomas Pynchon, Tom Clancy, Tony Blair, William Daniels

Poll to follow all 4 Tale of the Tapes.


Season 17 vs Season 19

Tale of the Tape:

Season 17 19
Premiere 11-Sep-05 23-Sep-07
Finale 21-May-06 18-May-08
# of Episodes 22 20
Episodes The Bonfire of the Manatees, “The Girl Who Slept Too Little”, “Milhouse of Sand and Fog”, “Treehouse of Horror XVI”, “Marge’s Son Poisoning”, “See Homer Run”, “The Last of the Red Hat Mamas”, “The Italian Bob”, “Simpsons Christmas Stories”, “Homer’s Paternity Coot”, “We’re on the Road to D’ohwhere”, “My Fair Laddy”, “The Seemingly Never-Ending Story”, “Bart Has Two Mommies”, “Homer Simpson, This Is Your Wife”, “Million Dollar Abie”, “Kiss Kiss, Bang Bangalore”, “The Wettest Stories Ever Told”, “Girls Just Want to Have Sums”, “Regarding Margie”, “The Monkey Suit”, “Marge and Homer Turn a Couple Play” “He Loves to Fly and He D’ohs”, “The Homer of Seville”, “Midnight Towboy”, “I Don’t Wanna Know Why the Caged Bird Sings”, “Treehouse of Horror XVIII”, “Little Orphan Millie”, “Husbands and Knives”, “Funeral for a Fiend”, “Eternal Moonshine of the Simpson Mind”, “E Pluribus Wiggum”, “That ’90s Show”, “Love, Springfieldian Style”, “The Debarted”, “Dial ‘N’ for Nerder”, “Smoke on the Daughter”, “Papa Don’t Leech”, “Apocalypse Cow”, “Any Given Sundance”, “Mona Leaves-a”, “All About Lisa”
Average Viewers 9.6 million 8.4 million
Most Watched Episode “Treehouse of Horror XVI” (11.7 million) “Treehouse of Horror XVIII” (11.7 million)
Safi’s Favourite “The Italian Bob” “The Debarted”
Guest Stars Alec Baldwin, Amick Byram, Antonio Fargas, Bob Joyce, Dave Thomas, Dennis Rodman, Frances McDormand, Gene Tenace, Jim Gilstrap, Joe Frazier, Joe Mantegna, Kelsey Grammer, Larry Hagman, Lily Tomlin, Mandy Moore, Marcia Wallace, Maria Grazia Cucinotta, Maurice LaMarche, Meher Tatna, Melanie Griffith, Michael Carrington, Michael Dees, Michael York, Oren Waters, Randy Johnson, Richard Dean Anderson, Ricky Gervais, Rob Reiner, Sal Bando, Sally Stevens, Stacy Keach, Susan Sarandon, Terry Bradshaw, Terry W Greene, William H Macy Weird Al’ Yankovic, Alan Moore, Art Spiegelman, Beverly D’Angelo, Dan Rather, Daniel Clowes, David Hyde Pierce, Dixie Chicks, Drew Carey, Glenn Close, Jack Black, Jim Jarmusch, John C Reilly, John Mahoney, Jon Stewart, Julia Louis-Dreyfus, Keith Olbermann, Kelsey Grammer, Kurt Loder, Lance Armstrong, Lionel Richie, Marcia Wallace, Matt Dillon, Maurice LaMarche, Maya Rudolph, Michael Dees, Plácido Domingo, Sang Am Lee, Stephen Colbert, Steve Buscemi, Ted Nugent, Terry Gross, Topher Grace, Zooey Deschanel

Poll to follow all 4 Tale of the Tapes.


Season 30 vs Season 31

Tale of the Tape:

Season 30 31
Premiere 30-Sep-18 29-Sep-19
Finale 12-May-19 17-May-20
# of Episodes 23 22
Episodes “Bart’s Not Dead”, “Heartbreak Hotel”, “My Way or the Highway to Heaven”, “Treehouse of Horror XXIX”, “Baby You Can’t Drive My Car”, “From Russia Without Love”, “Werking Mom”, “Krusty the Clown”, “Daddicus Finch”, “‘Tis the 30th Season”, “Mad About the Toy”, “The Girl on the Bus”, “I’m Dancing as Fat as I Can”, “The Clown Stays in the Picture”, “101 Mitigations”, “I Want You (She’s So Heavy)”, “E My Sports”, “Bart vs Itchy & Scratchy”, “Girl’s in the Band”, “I’m Just a Girl Who Can’t Say D’oh”, “D’oh Canada”, “Woo-Hoo Dunnit?”, “Crystal Blue-Haired Persuasion” “The Winter of Our Monetized Content”, “Go Big or Go Homer”, “The Fat Blue Line”, “Treehouse of Horror XXX”, “Gorillas on the Mast”, “Marge the Lumberjill”, “Livin La Pura Vida”, “Thanksgiving of Horror”, “Todd, Todd, Why Hast Thou Forsaken Me?”, “Bobby, It’s Cold Outside”, “Hail to the Teeth”, “The Miseducation of Lisa Simpson”, “Frinkcoin”, “Bart the Bad Guy”, “Screenless”, “Better Off Ned”, “Highway to Well”, “The Incredible Lightness of Being a Baby”, “Warrin’ Priests, Part One”, “Warrin’ Priests, Part Two”, “The Hateful Eight-Year-Olds”, “The Way of the Dog”
Average Viewers 3.1 million 2.6 million
Most Watched Episode “The Girl on the Bus” (8.2 million) “Go Big or Go Homer” (5.7 million)
Safi’s Favourite “Baby You Can’t Drive My Car” “Thanksgiving of Horror”
Guest Stars Awkwafina, Bill de Blasio, Billy Eichner, Bryan Batt, Chelsea Peretti, Dan Mintz, Dave Attell, Dave Matthews, David Turley, Emily Deschanel, Eugene Mirman, Gal Gadot, George Segal, Guillermo del Toro, H Jon Benjamin, Illeana Douglas, J. K. Simmons, Jackie Mason, Jane Lynch, Jenny Slate, Joe Clabby, John Lithgow, John Roberts, Jon Lovitz, Jonathan Groff, Josh Groban, Judy Blume, Ken Burns, Ken Jeong, Kristen Schaal, Ksenia Solo, Lawrence O’Donnell, Liev Schreiber, Lucas Meyer, Marc Maron, Natasha Lyonne, Nicole Byer, Okilly Dokilly, Patti LuPone, Pete Holmes, Peter Serafinowicz, Renee Ridgeley, Rhys Darby, RuPaul, Scott Thompson, Sutan Amrull, Ted Moock, Ted Sarandos, Terry Gross, Tracy Morgan, Wallace Shawn, Werner Herzog, Will Forte Anthony Russo, Asia Kate Dillon, Beanie Feldstein, Billy Porter, Bob Odenkirk, Camila Mendes, Cate Blanchett, Charlie Brooker, Chelsea Peretti, Chrissy Teigen, Cobie Smulders, Dana Gould, David Silverman, Dawnn Lewis, Dr Drew Pinsky, Ed ‘Too Tall’ Jones, Fortune Feimster, Glenn Close, Jane Goodall, Jason Momoa, Jill Sobule, Jim Parsons, Joe Mantegna, Joe Russo, Joey King, John Legend, John Mulaney, Jon Lovitz, Kelsey Grammer, Kevin Feige, Kevin Smith, Lili Reinhart, Lilly Singh, Madelaine Petsch, Marcia Wallace, Michael Rapaport, Michael York, Natasha Lyonne, Pete Holmes, Scott Bakula, Steve Ballmer, Suzanne Waters, Tal Fishman, Taran Killam, Weezer, Werner Herzog, Zach Woods

Poll to follow all 4 Tale of the Tapes.





Reminder, voting is open until noon EDT Thursday August 5th.


What are your thoughts on this weeks four Rpund 2 matchups? Of the four matchups above, which was the easiest decision and which was the hardest? What do you think of last weeks results? Did you enter the pick’em contest? Sound off below, you know we love hearing from you.

4 responses to “Addicts Bracket Challenge: Best Season of The Simpsons, Week 5

  1. I voted for season 2, 15, 17, and 31.

  2. Woah! Lots of surprises with where this is going (and that’s good because it means don’t assume which Season you think is going to win!) 🤔


    ☝🏻 (that looks like a gym locker combination) 😂

    Thanks Safi 👍🏻

  3. Done and done.

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