The Complete Sideshow Bob Timeline

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In this video we look at the entire timeline of Sideshow Bob. We look at Sideshow Bob's entire life story, his past and future. Taking a look at the Simpsons flashback episodes, as well as the future episodes. I've put Sideshow Bob's life in chronological order. From season 1 to The Simpsons season 33.
We also look at other Simpsons character timelines, like Homer, Bart, Lisa and Maggie. As well as the other Simpsons characters in Springfield.
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#Thesimpsons #Simpsons #SideshowBob #Simpsonsfunny #Timeline

[@TheSimpsonsTheory]

Ahoy hoy neighborinos, if you want more timelines, then check out my other channel Screen Portal. I've posted Family Guy AND Futurama on there. Please check it out: kzbin.info/www/bejne/aqe9oaiCfdB7h80

[@tabzaofficial]

ok

[@clairebradbury2056]

Ok sure

[@teaguecardinal7038]

i love futurama

[@pterodactyl8117]

Okaly dokily!

[@ryanmays3899]

So you polished your pipe at the end did you hay

[@aalraringolfshofi1420]

Robert: "He's just a little bit shy, because I've tried to kill him so many times" Cecil: (Not suspicious at all) "Ah"

[@moondrop7714]

Lol

[@devinfangirl4887]

lol 😂

[@john_blues]

"He's just shy because I tried to kill him so many times" "Ah." Kelsey Grammar and David Hyde Pierce have such great chemistry.

[@tyrant-den884]

Forget his family in Italy. If Bart had left well enough alone: Bob could have continued running his award winning educational kid's programming.

[@anidiotthatexistsbutprobab5084]

His lil baby is cute though

[@3mma_2020]

Bit then he wouldn't have had his family

[@keddakedda7939]

Gotta admit he should’ve been more smarter and hide all the evidence well to the point not even a child won’t even notice

[@ZeldaTheSwordsman]

Bob kinda brought that on himself by framing Krusty for robbery (with such contempt for the Springfield PD's detective skills that he neglected to control for an obvious clue, even) instead of oh, idk, slapping the clown in the face with his 2 weeks notice and then jumping ship to go knock on PBS' door

[@tyrant-den884]

@@ZeldaTheSwordsman I doubt you can get quality educational children's content on air in the Simpsonsverse through any means beyond force or exploitation.

[@chaseman94]

I'm surprised Bob hasn't tried to kill Chief Wiggum after all the many times he sent him back to prison.

[@TheSimpsonsTheory]

That could be an interesting episode. Bob takes over Springfield police

[@sarahsims6164]

@@TheSimpsonsTheory especially considering he became mayor at one point.

[@SarahJareth]

At that point it would make more sense to him to try and get revenge on Wiggums than Bart

[@devinfangirl4887]

How many times has snake 🐍 tried to rob Apu

[@SuperGamefreak18]

Honestly part of me thinks wiggum is allowed to stay because how he is...if wiggum is removed a likely better cop will replace him.

[@SuperBC1975]

"Hello Bart!" The Complete Sideshow Bob Timeline.

[@scorchx3000]

AHHHHHHH, SIDESHOW BOB! Oh please, we've been through so much, just call me Bob. AHHHHHHH, BOB

[@CBMOA]

(Sigh) I miss this man He’s really the best character 😥

[@e3vL1]

Funny how bob has a kid and bart stayed the same age

[@thedirtyrancher01]

Always loved the chaos and redemption Sideshow Bob had brought and experienced to the show. One of the best reccuring/side characters of the series.

[@TheSimpsonsTheory]

Agreed! Can never have too much Bob

[@thedirtyrancher01]

@@TheSimpsonsTheory 100%

[@solarsystem2473]

@@TheSimpsonsTheory you really never can have too much Bob

[@danielrules-espinal]

@@TheSimpsonsTheory If you want, you can have so many Bobs that they can all gang up on Bart and the family! Also, it would be funny to see their encounter with the rakes at the same time.

[@amitysluzara2022]

Sideshow Bob is a fabulous villain on his own but when you know his timeline it makes him a hell of a lot better

[@johnnyrottenpiss]

"Mayor Quimby supports revolving-door prisons. Mayor Quimby even released Sideshow Bob; a man twice convicted of attempted murder. Can you trust a man like Mayor Quimby? Vote Sideshow Bob for Mayor."

[@teamjones8]

But won’t side show Bob go after Bart secretly and the simpsons mite run from town

[@kalinwatevide2196]

@@teamjones8 no

[@teamjones8]

@@kalinwatevide2196 I know i have seen the episode many times I was having a bit of fun with a senario that could have happened

[@906AKORN]

Sounds like something trump would say 😂

[@Venemofthe888]

Robert Underdunk Terwilliger Jr., PhD was a great villain played to perfection by Kelsey Grammar. His early appearances are his best and unfortunately the more he appeared the less threatening he became. His voice is iconic and the 'Hello Bart' is something im trying to imitate. Spectacular singing voice as well. His enemies Bart and that damn rake

[@TheSimpsonsTheory]

Agreed! Where do you take Bob from here? He can't keep going back to being evil after redeeming himself. Kelsey is excellent is the role!

[@Venemofthe888]

@@TheSimpsonsTheory im not sure where you could go with him especially since he genetically altered himself a lot kinda like jumping the shark a little. Id say if you don't have something solid for him then don't have him in the series which is unfortunate

[@TheSimpsonsTheory]

@@Venemofthe888 Yeah they kind of forgot about his super powers in the newer appearances haha

[@ronanhavern1980]

@@TheSimpsonsTheory I think the realjims said in a video his last episode should've been the one with his brother where he saves bart if it was that one he would've ended redeemed

[@BabySwearWords]

Retire the character or kill him off. Maybe he can kill another character off and go to jail for good.

[@ManMan-ul1pn]

It was a stroke of genius for “Hunt a Killer” to sponsor a Sideshow Bob video

[@MrOrcshaman]

The irony, its Lisa who destroyed Bob the most. When Bob was trying to frame krusty and kill Bart he was in a bad place in his life, but the life he made in Italy he was reformed, happy and loved, until Lisa screwed it all up. So really it should be Lisa that Bob focuses on killing.

[@JW-zr4ju]

Really liked what they did with the Bob family. Sideshow Bob (Kelsey Grammer), Brother Cecil (David Hyde-Pierce) and the characters Father (John Mahoney). All three of the Crane family from Frasier.

[@buuam7555]

The noise bob makes when he steps on a rake gets me everytime

[@tabzaofficial]

I don’t know if you or someone else have already done this, but, you should make a series where you review each simpsons season. Like you could have Which season it is, favourite and least favourite episode, and a ranking from 1-10

[@adrianothegoat]

Therealjims did it but it would be interesting to see how this channel plays it out

[@dannyhodorowski5847]

Talking Simpsons podcast goes through each episode in detail.

[@thecomiccrafter3866]

Ls Mark he did it in a single episode

[@ReduckYT_]

LS mark did it but everyone’s opinion is unique

[@Freshlydeliveredegg]

Cartoons that curse did it with Rick and morty and futurama

[@allanolley4874]

To be fair a lot of what Sideshow Bob did were not even real crimes: "Attempted Murder!? Can you win a Nobel Prize for Attempted Chemistry?!"

[@TheSimpsonsTheory]

Haha! 😂

[@tysont3323]

This guy in my area was stabbed 70 times so I mean it is kind of a crime

[@titanx8331]

Back when I was little, I thought his name was Psycho Bob. You can't really blame me on that. Just look at the guy, total nutcase. Still my favorite character.

[@Yakkymania]

funny, because sometimes when i sing Psycho Killer by Talking Heads i’ll say Sideshow Killer because i like Bob so much

[@cordyceps7531]

Wiggum arresting Bob in Brother From Another Mother still boils my blood to this day.

[@meganmccook5519]

They really should do a new episode where Bob goes after Wiggum aswell because until i watched this i never realised how many times Wiggum has fouled his schemes just as much as Bart and yet Bob has never wanted to kill Wiggum, only Bart🤔🤷🏽‍♀️

[@TheSimpsonsTheory]

I'd love to see that episode

[@killianglenney6128]

Not to mention he was about to turn back to a good person a few times.

[@laurenaspreyart]

Wiggum probably wouldn’t stand a chance if Bob made him his enemy. But It would be funny if he kept getting close while wiggum remained oblivious, only for something random to happen and Bob gets hurt instead. Similar to Bob hiding under the car when homer just decides to drive through the cactus field 😄

[@meganmccook5519]

@@laurenaspreyart Yess omg!!🤣they so need to make this an episode. Im emailing Matt rn😂

[@ArcFallOrder1919]

I just love sideshow Bob it's just his voice it's just so charismatic and charming it's just makes you tingle every time you hear his voice

[@carlycarmine3858]

Not only do I get the tingles, but my stomach does somersaults whenever I hear Sideshow Bob talk or sing, I love him so much

[@Mickelraven]

This all could've ended if it wasn't for Lisa getting drunk. Bob would've lived a happy life without a vendetta for the Simpsons.

[@LowellLucasJr.]

What makes me laugh the hardest is not only did the other Sideshows commend Bob for attempting to frame or kill Krusty( Mel being the most vocal) but that Bob jacks ups Krusty's ratings!!!

[@Yakkymania]

i remember what Mel said, but when did Sideshow Raheem say anything about Bob?

[@teamjones8]

The thing is if chief wiggum did not arrest Bob at the damn then he would of been good from then on

[@TheSimpsonsTheory]

Yeah Wiggum doing a crappy job as usual haha

[@NarwahlGaming]

"You're under arrest for pointing out police stupidity." -Chief Wiggum

[@teamjones8]

Well chief piggum I am secretly side showbob

[@dragon22214]

@@NarwahlGaming that's very American unfortunately

[@dapperbill]

12:03 i love how bobs brother makes that sound like it's a normal thing

[@NS-ks5qc]

No one who speaks German can be a evil guy . After Bob explained his tattoos, Die Bart Die.

[@LuciferLovesDucks666]

WW2 flashbacks💀

[@Kay-cx5ix]

Someone who works for my dad walked into a rake and it hit him in the nose my dad said "i shouldn't laugh but it was hilarious" 😂❤️

[@TheSimpsonsTheory]

😂

[@kaylafike1930]

I have to admit I kinda feel bad for Bob

[@gillianday4804]

sideshow bob is my favourite character because he has such a beautiful voice. And he was voiced by Kelsey Grammar who is also in Frasier. He had a very insane laugh and an unfulfilled revenge on Bart.

[@BobtheExile]

Correction: In Sideshow Bob Roberts, it wasn't an attack on his intelligence, it was an attack on his ego. Lisa knew he would be smart enough to do all that stuff, but she also knew that he had a huge ego about how smart he was, so tricking him into confessing by giving the "mastermind" credit to that other guy wasn't so much trying to make him look dumb, it was more manipulating him into doing what she wanted him to do. I see that sort of thing irl all the time (I have people like him, except not as extreme, all around me)

[@ytjazz1011]

Even though it was a Halloween special you forgot to mention the time Bob managed to kill Bart multiple times

[@AdoThyReal]

Treehouse of horror isn’t canon

[@ZalemMoon]

To be honest, it's been like more than a decade since I've seen this show 😳, but he was definitely my favorite character.

[@curtailedbike4123]

In retrospective, Bob sending krusty to jail was actually a good thing

[@kneelingfish437]

Yeah as a die hard Sideshow Bob fan I absolutely HATED how Kristy treated him

[@mr_ftt]

Bob: “he is just a little shy because I tried to kill him so much” Brother Bob: “oh”

[@Polycomical]

Quality video as usual. Sideshow Bob is the perfect Simpsons villain because he has that Robert Shaw quality where he can be both intimidating and buffoonish (and the metajoke that someone with Kelsey Grammer's dulcet tones also gets smacked about by rakes).

[@laurenaspreyart]

I only ever saw Bob in a couple of episodes as a kid but he really creeped me out back then. Particular his face when he laughed. I’m 20 now and after seeing the thumbnail for this video, I’ve gone back and watched all his episodes and he’s become one of my favourite Simpsons characters

[@spyjack69]

All hail Robert terwilligler/sideshow Bob

[@waynemarvin5661]

Appreciated your describing a thespian as a "fancy word for an actor". You sure know your audience!

[@gumpthompson5139]

“You don’t know me!” Says in between coughs as he puts the bong down........

[@null301_]

Professional lesbians

[@Yakkymania]

@@null301_ Except “thespian” has a p in it

[@null301_]

@@Yakkymania a

[@TheBuckweat33]

And that they wouldn’t catch the mistake of “embellishing” money.

[@a_SpartanKing13]

We need a video on the darkest things that Maude has done. She has done dark things, or maybe even Bart simpsons darkest things he ever did. that would be great.

[@EBThisThat]

I love your theories ! All of them are so incredibly put together, and this is no exception. I adore Robert as well as the Cheers/Frasier overtones between Bob and Cecil (and is anything more British than that NAME ?!).

[@kayleighgould3793]

I do wish they would bring back his wife and kid. I always found them hilarious

[@carlozabbia1157]

Sideshow Bob is the best character in the show, especially when he sings. I sure hope they incorporate him into more episodes this season.

[@elijahgamer6378]

I’ve always wondered why sideshow bob hates Bart thanks :) Also Congrats on 92k Lydia! You’re definitely going to get 100k soon! Good luck :)

[@KingNexusMOCs]

You've always wondered..? It's in the show

[@elijahgamer6378]

@@KingNexusMOCs i don’t know what episode

[@TheSimpsonsTheory]

Thanks so much Elijah 🙂✌️

[@johnnyrottenpiss]

Bart foiled Bob's attempted framing of Krusty. From then on Bob wanted revenge.

[@elijahgamer6378]

@@johnnyrottenpiss thanks :)

[@furonguy42]

"I submit to you that we abolish Television... permanently!... By the way, I'm aware of the irony of appearing on TV on order to decry it, so don't bother pointing that out"

[@TheSimpsonsTheory]

😂

[@thequietkid4887]

Can we have the timeline of everybody’s favourite person who has always been handed the short straw, Gil Gunderson? We learn a bit about his history in the episode of the Simpsons where Ned recalls when he finally became a Christian, as we learn that Gil was a door-to-door salesman, and come on, he has a family that don’t really know him. He’s just misunderstood.

[@TheSimpsonsTheory]

Very true. I want to do a essay style video on Old Gil. I want do go into his many jobs too 🙂

[@MrRonald327]

Bob is the kind of character that never dies.

[@lionspride9350]

His version of the HMS Pinafore was excellent though. After prison, He should have been an actor on his own show!

[@mr.bigmeatyclaws8464]

Fun Fact! Sideshow Bob was hit 9 times on screen by a rake in the episode Cape Feare and for those wondering what season and episode it's season 5 episode 2

[@salvprev72]

Sideshow Bob is for sure one of my favorite Simpsons characters

[@moonstoneuniverse8516]

I kind of wish they did recap every sideshow Bob episode in every one of his appearances just to see how ridicules it could get.

[@sketchnotes2246]

I was gonna ask about that time he actually succeeded in killing Bart, but that was from a treehouse of horror episode, and those are non cannon, right?

[@jessicastrike5640]

Yesssss great video!! One of my favourite Simpson characters thank you so much for this The earlier Sideshow Bob episodes are some of the absolute best in the entire Simpsons show, it’s great seeing Bart and Lisa work together solving the mystery and proves he is actually much cleverer than it seems

[@TheSimpsonsTheory]

Thanks Jessica ☺️

[@jonpatchmodular]

Wait, so at one point Bob was a reformed man, but they put him back to prison and withered his soul again? That's sad. He sacrificed his royal pair for saving Bart of all people.

[@jaxbartlett138]

6:45 There’s a good joke in this scene, “How could someone who speaks German be evil” (That’s the best way I remember it, I haven’t seen that scene in a while)

[@RoachsFilmReel]

Another great video. I adore the content you are creating for this channel. Has made me go back and watch The Simpsons again after a few years. Keep up the good work.

[@TheSimpsonsTheory]

Aw yay that's awesome to hear! Thanks so much for watching 💛

[@dfg1443]

I suggested this video, so glad it is finally being added to the timeline series😁😁😁

[@plkrtn]

Hahaha. As soon as you said "Vendetta" I started doing a Gino impression Should've seen that clip coming really! 😂

[@IZUNA1234]

The quality and attention to detail in your videos is amazing. Love the channel, keep up the good work!

[@TheSimpsonsTheory]

Thank you 😀

[@edgarallenhoe9291]

His greatest adverary: a rake.

[@tonyliu6749]

Wait cecil is voiced by david???? It's just frasier and niles on the show god damn I love it

[@emilyfuller1563]

2:01 that prototype Bob and Krusty tho XD they look so off model

[@margesimpsond]

This is awesome! I haven’t seen this account in AGES, and just checked and saw you now have nearly 100k subscribers!!! I subbed to you around 20k, so this is so cool to see you’ve grown so much!!! ❤️

[@TheSimpsonsTheory]

Thank you! I can't believe how well the channel has grown!

[@rowleyjefferson1359]

Thank you for another awesome video, homie.

[@fodv93]

Here's hoping this reformed Bob can get back to his family before he died.

[@TheSimpsonsTheory]

Hopefully 🤞

[@ellamccourt1466]

What a perfect sponsor for the sideshow bob timeline 😈

[@Neut-fu1kl]

Again a nice video Lydia keep the good work up😀

[@Aeneiden]

Cape feare is one of the best Simpsons episodes ever, def top 3. Great video, love Sideshow Bob

[@matthewrec7543]

You should do a The Simpsons Hit and Run and The Simpsons game review

[@suelaaaa3599]

watching videos like this have made me realize many people, including myself, have not been fair to modern simpsons. a lot lot lot of these episodes have a lot of emotional depth and good character development. love the channel, great video!

[@TheSimpsonsTheory]

Thank you! There are a few gems in the newer seasons

[@maxgtm2202]

YAY I've been wanting this video forever!!!! you make amazing videos keep it up!!!

[@TheSimpsonsTheory]

Thanks so much! This is my longest video yet

[@sarahsims6164]

17:47 Not to mention the fact that he was the one who GAVE LISA THAT WINE IN THE FIRST PLACE! Yeah, that one's on you, Bigfoot Bob!

[@emmantaemmanuel4929]

Oh yeah

[@SeasideDetective2]

"Sideshow Bob Roberts" gave us one of the greatest "Simpsons" lines ever: "Your guilty conscience may force you to vote Democratic, but deep down inside, you secretly long for a cold-hearted Republican to lower taxes, brutalize criminals and rule you like a king!" It's funny because it's true - well, sort of true. I'd say that the psychological makeup of the average American voter is one-quarter identification with/aversion to wealthy people, one-quarter resentment of/envy of leftist folk heroes, one-quarter white guilt, and one-quarter genuine idealism.

[@PloopyPoop]

This channel is great keep up the good timelines:D

[@leekatz1120]

hi, i love what you do with the timelines. Frankly continued you're too strong, I subscribed to your channel without any hesitation :)

[@CatsEyethePsycho]

YEEEESSS! Yes! I’ve waited for so long for this video! Thank you!

[@TheSimpsonsTheory]

And it's my longest one too 😄

[@ronanhavern1980]

He is a great character I enjoy all of his episodes

[@AstolfoSimp360]

Even his son has a enemy, the rake🤣

[@SchazmenRassir]

Well, well, I found this at random during break at work. And I am happy. I love your style!

[@TheSimpsonsTheory]

Thank you 🙂

[@Deo387]

Funny, my friend has his freeform locs standing up, and folks in public always telling him he looks like a black sideshow bob. It's weird but funny at the same time.

[@maciusgaming6274]

This is one of my favourite timlines you did

[@maciusgaming6274]

Thanks Thanks heart

[@Bennyz18]

Less go new vid I'm pre ordering ur book

[@tabzaofficial]

pog

[@TheSimpsonsTheory]

Thank you so much! I can't wait until the book is out. Tag me on Instagram or Twitter when it comes :)

[@Bennyz18]

@@TheSimpsonsTheory ok :)

[@LowellLucasJr.]

Here's to Sideshow Bob! Our Favorite Intellectual, Children's Entertainer, and constant threat to those who wronged him( More Krusty than Bart!). Excellently voice by Kelsy Grammer, this man is a delight on show with so many amazing moments!

[@liamchaidez5889]

The fact that they hunted sidshow bobs death by rake is perfect

[@Tibainium]

You forgot to mention that he also played a role in the Simpsons Ride as the main villain

[@spikejr3113jr]

The first thing simpsons I can remember is the sideshow bob Rake bit, pretty sure cape fear was the first episode I ever saw.

[@TheSimpsonsTheory]

Great episode!

[@insanitykinggaming3083]

Thank you for taken my idea this is a great video

[@rabbidguarddog]

You advertised hunt a killer on a video essay of Sideshow Bob? FREAKING GENIUS!!!!!

[@Atticuz08]

So close too 100k you deserve it also best Sampsons character

[@TheSimpsonsTheory]

Thank you 🙂

[@2.0plays35]

“He’s just a little shy because I tried to kill him so many times” “Oh” *moves on like it means absolutely nothing at all*

[@ryanacosta6969]

I really like your timeline videos they make my day when I get bored 🤙

[@TheSimpsonsTheory]

Thanks Ryan. So glad you like the videos 😄

[@FLAMEandICE_]

200th Like 👍 for this awesome character timeline! Keep up the great work!!!

[@TheSimpsonsTheory]

Thank you so much!

[@sajmeister]

LOVE THIS CHANNEL! Thanks for the videos and please do Krusty The Clown's timeline ❤

[@TheSimpsonsTheory]

Thank you! And I have already done the Krusty timeline a couple of months ago :)

[@tabzaofficial]

Great video, just finished it

[@TheSimpsonsTheory]

Awesome thanks so much! 😀✌️

[@Urayoannegronofficial]

I've been a while so I figured it's time I donated to your patreon and before a flying hellfish member so I'm happy to help both you and the community by subbing in patreon

[@MrYumpherdinker]

Your channel is so underrated, how comes your not on a millions subscribers yet?

[@TheSimpsonsTheory]

Haha thanks. Coming up close to 100k ✌️

[@rainyfeathers9148]

They even hit the son with a mini rake🤣🤣🤣🤣🤣🤣

[@emilymoran5389]

I’m a recent subscriber, content was too good to pass up! Wonderful job!

[@TheSimpsonsTheory]

Awesome! Thank you!

[@kaylennart15]

we need a complete timeline of Duffman, he has been alot of "character" :D love ur content alot

[@TheSimpsonsTheory]

Thank you! I'm working on a video on Duffman now 😁

[@homersimpson9952]

wow almost 100k good job!

[@TheSimpsonsTheory]

Thanks Homer! It's very exciting. I'm glad there are so many passionate Simpsons fans

[@Sonic-BOM]

Looking forward to your video. I like the videos very much. A Big Fan of You.

[@TheSimpsonsTheory]

Thank you

[@yarroworray]

why is wiggum always napping in the S.W.A.T. van but the moment it involves bob he's on the job like a real good cop

[@ashtonndlovu9470]

His kid is a krusty fan, and as Shxt of a cop Wiggum is, he is a caring dad... Doesn't want a little Boy killer on the loose