10 WORST WWE Matches of 1999

[@LongLiveRockAnRoll]

1999 was probably the worst year of the Attitude era. Russo went overboard with the swerves and short matches before he left. It's noticeable that once he left things improved. You got the first TLC match, Jericho moving up the card and Kurt Angle's debut all towards the end of 1999 leading into the great year 2000.

[@SophieCrane-o7v]

& Let us Never Forget Over the Edge 1999!😦 R.I.P. Owen Hart.😭

[@andu1854]

Also you got the Mankind vs HHH feud, which lead to two all time great matches and made Hhh a star

[@LongLiveRockAnRoll]

@andu1854 Yeah, they just snuck that in at the very end of 99 and it really blew up the next year. Their match at Royal Rumble 2000 was one of my favourites.

[@KenRising1996]

R.I.P Owen Hart, Rick Rude and Gorilla Monsoon

[@dddppp3086]

Agree with this. Having just watched the majority of 1999 for the first time since I was a little kid, in-ring was mostly terrible and had me begging for some actual good matches. The storylines became eye-rollingly bad. I'm looking forward to 2000...

[@venomousnate7263]

It’s been said before, Big Boss Man had a weird year in 1999. The cell match at Wrestlemania and the feuds with Al Snow and Big Show. On a positive, he is one of the great big men in wrestling. RIP

[@scottfitzgerald5309]

Think that hanging at wrestlemania had some side effects

[@Tyrone-v2r]

Honestly he might’ve had the most batshit crazy year in pro wrestling history. Definitely the craziest for a relatively high profile performer from a major promotion.

[@TheRealAhoy]

You all look at stuff with weird tinted "now we know better" eyes. Wrestling will never be as hot as it once was because it doesn't have that creativity anymore. After the fake out Boss Man face turn they decided to reinvigorate him as a super heel, and he was, people absolutely hated him. The feud with Snow was entertaining tv, and the whole "he fed him his dog" stuff is poorly recontextualised in the modern day, attitude era never hid their South Park respect, multiple times you'd see the talent (mostly new Age outlaws) wearing South Park shirts. It was an amazingly competitive roster filled with South Park similarities, South Park ripped open culture back then and wwe were wise to associate themselves with it. Feeding somebody their dog is pretty close to feeding somebody their own parents, which South Park did. It wouldn't have worked either if they didn't have such a great roster. Them jumping on South Park fever was inspired and their most lucrative era coincided with the rise of that show. So, y'know, BossMan feeding Al Snow his dog was like Carman feeding Scott Tenorman his parents. It wasn't the main thing that was happening anyway, it was written like a tv show based around all the important stuff The reason the attitude era worked is because the story was Austin ripped a hole in the sky and Vince tried to close it but he got tired of trying to close it so he opened it up even wider and encouraged his roster many of whom started following Austin's example anyway to go wild as f*ck if they wanted to, resulting in many crazy things happening including Boss Man feeding Al Snow his chihuahua. It all flew in the context, saying "that was wrong" would be like saying Terminator was wrong because the action had no respect for property damage throughout. It's all a part of a bigger story they were telling. The only reason "things wouldn't fly today" is because nobodies doing anything that crude in entertainment these days. This is the safe generation, and they have an excuse to not try anything that might open them to scrutiny. People are so afraid to joke about things today they act like they are evolved and maybe they are, but they've left comedy and many other things behind. Tangent over, but everything I said is valid. Criticising attitude era things for happening in the attitude era is like criticising Terminator things for happening in Terminator movies. You might think that's high and mighty not looking at things like that, but you are miles away from having any storyline ideas, which is ironic considering that's one of the most criticised things about wwe in particular but it's the same with lots of things too.

[@BombaLuLu84]

@@TheRealAhoyThe “fed him his own dog” angle was taken from an infamous true story where Mr. Fuji apparently did that to his tag team partner Toru Tanaka and Tanaka’s family. Tanaka wanted to break up their team and when Fuji found out he invited him to dinner and fed them their own dog as a threat.

[@TheRealAhoy]

@@BombaLuLu84 Heard that actually haha, heard alot of weird (funny) stuff about Fuji

[@michaelsinger4638]

Poor Ivory. One of the best women wrestlers of her era, and a pretty decent promo as well. Yet they always had her drop the Women’s Title in embarrassing situations. She deserved better. Big Bossman go stuck with a lot of RUBBISH booking in 1999, jeez. WWE being petty when someone dares to get over on their own, what else is new. 🤦‍♂️

[@rickyrosay33977]

Ivory was ahead of her time if she were wrestling today she would've had many great bouts

[@jimbo_1312]

Ivory and Ray Traylor both deserved better.

[@optimus2008]

​@@criminalmindsgirl2936Just imagine having Jacqueline vs. Cargill or Jacqueline vs. Belair. It won't be HBK vs. Taker, but the two sound so great.

[@jamaaljohnson5786]

" your daddy always wanted to be a dragqueen well ima make him one" - bigboss man 99'

[@sonofsamlaw]

Man, this quote hasn’t exactly aged well at all 👀

[@imdifferentchet]

"Soon he'll be buried and eaten by worms!"

[@julianthreet8350]

Damn that’s a heater lmao

[@iamarabicandiloveamericanp7137]

If this happened today man the outrage would have been nuclear

[@mspacely6521]

Imagine saying this in 2023... he'd certainly get hung.

[@SomeGuy-rc2lc]

The Boss Man/Big Show feud was CLASSIC!! Show surfing on that coffin and Boss Man yelling "you hear that big show? You're a nasty bastard and your momma said so!" are STILL 2 of the funniest things I've ever seen on any TV show.

[@SophieCrane-o7v]

I Was Expecting Jeff Jarrett & Debra Vs Nicole Bass & Val Venus from Over the Edge 1999 to be at Number 1, Let Alone be on this List.

[@newelljoseph5060]

To sum up the list, the worst matches of 1999 either had a Woman or Big Boss Man

[@RobCrowley85]

If I remember right, didn't Butterbean say that Bart should've kept doing what he did in the tournament instead of trying to box with him?

[@BombaLuLu84]

He did say that, if Bart shot in for a takedown Butterbean wouldn’t have been able to defend it. The rules were stupid tho, it’s one of the worst ideas in pro wrestling history

[@RobCrowley85]

@@BombaLuLu84 That's right, well remembered! Yeah, no doubt it was absolutely stupid. Punishing a guy for winning something your company put up only compounds the stupidity as well.

[@MoonlightStrider]

@@RobCrowley85 Especially when said company decided to try and use this shoot fight unscripted tourney event to try and push one of the entrants only for THAT same entrant ends up knocked out by the actual winner.

[@RobCrowley85]

@@MoonlightStrider Exactly. And all because Russo wanted to see Bradshaw get beaten up

[@xanderforce2283]

Ivory dropping the belt to the 76 year old has to be one of the lowest moments in womens wrestling history

[@rickyrosay33977]

To make matters worse (although dropping it to a woman double her age comes close) moolah was never a good wrestler due to the era she was from where all she did was snapmares and hairpulls ivory was ahead of her time and could've had great matches today

[@PhilBertran]

I haven't seen a lot of live wrestling but I was there for The Kennel From Hell match. Of course, there wasn't much wrestling going on during that trainwreck.

[@Rromantiq]

I had never seen a crowd so silent and disinterested in a match before until I saw that match. I could tell the crowd was begging for the match to end after the first 10 minutes

[@zacharymicah]

It's sad nobody noticed the car Big Boss Man shows up in is the Blues Mobile from The Blues Brothers movie!

[@ChipThompsonArseCrayonGaming]

I know he had some awful matches but I bloody love Bossman's run in 1999 😂 The dude was so unhinged

[@daltonpinell6251]

I guess you could say the Kennel from Hell match went to the dogs

[@optimus2008]

I can't insult those furry innocents.

[@MinscFromBaldursGate92]

Bruh

[@bobbyfagan7760]

If kennel from hell didn’t have the dogs I actually think a cage in the hell in a cell is a pretty sweet looking match

[@Tyrone-v2r]

Agreed.

[@Kalel2.0]

1999 WWF was Vince Russo's style of confusing, at times unwatchable and swerve filled Car Crash TV the product literally improved after he left. But man Kennel from Hell was hilariously terrible and man did WWE screw over Bart Gunn

[@Tyrone-v2r]

The kennel from hell match is right up there with the doomsday cage match as some of the most wonderfully and insanely “so bad it’s good” things ever to come out of the industry.

[@andu1854]

Even worst when you find out Bart offered to job to Steve Williams and they said no (also thinking they were getting late 80’s Williams and instead they had the broken down Williams who looked old, didn’t help)

[@BombaLuLu84]

@@Tyrone-v2rThe comment you’re responding to was about Bart Gunn getting screwed not Billy. Billy was over pushed at that time.

[@Tyrone-v2r]

@@BombaLuLu84oh, duh, completely missed that. Yeah, they absolutely screwed over Bart Gunn and it’s still ridiculous to this day. Imagine if someone was signed to a record label and in turn for the artist going platinum with no promotion the label dropped them? He got fired for doing the job he was assigned. Not just that but he got knocked out and got embarrassed in front of the world before getting fired. Then they turn around and try pushing his former tag team partner like he’s the second coming of Shawn Michaels.

[@DJDoubleCee]

I still can’t believe they had Vince McMahon win the rumble that year 🤦‍♂️

[@DateMike22]

Well when you own the company and control creative you do that shyt and put yourself over 🤦‍♂️.

[@Kalel2.0]

At least he wasn't in the main event of WM 15

[@Naruto0s44]

SMH all to destroy stone cold Steve Austin's credibility

[@mikeroagreschen5350]

And he won the WWF Championship later that year.

[@Naruto0s44]

Yup vince was involved in a lot of storylines in 99

[@TheCeltic91]

It gets worse the night after survivor series the boss man beat the rock in a hard-core match to become the number one contender

[@JohnBoyAdvance]

Kudos to MVPs Tori and Big Bossman here.

[@divamh10]

Tori also wrestled under the name terri power in lmlw

[@JM1993951]

“Bro, let’s get The Brood on ‘Mania, bro”

[@andu1854]

1999 was not a good year for wrestling, I think my favorite match was the Hardy’s vs E&C ladder match, which is when Vince left and the product started to improve storyline wise

[@BigBrianBruce]

I’m re watching slot of wwe 2001 and 2000 and I feel like wcw had two solid years of good wrestling from 98 to 2000 then wwe would get interesting from 2000 to 2002. I feel like wcw like changed wrestling within two years has the stories starting getting realistic and wwe started getting edgy with “hardcore” style matches which made the product reach its peak of the time. Austin would have a solid run as the anti hero but I believe the difference was wwe would start building their main event guys to be the faces of the company at its peak in 2000 and 2001. While wcw would lose its viewership from having to many Nwo members and just always making hogan the main focus of its company when wcw like wwe should have used the Nwo faction to build wrestlers by having them in the group and take hogan out of the main event. I feel like the Nwo faction should always been 4 or 5 guys while dx could have been the same but dx should have been the group that would come back and forth as the stable that always rebel against authority

[@sirprintalot]

all these years later and I never knew the Big Show/Big Boss Man feud was for the WWF Championship

[@Tyrone-v2r]

To be fair with all the other insanity going on in the story and with Big Boss Man it’s pretty easy to forget that.

[@DateMike22]

Fabulous Moolah was an awful human being 👎🏼.

[@michaelsinger4638]

Also she was never that great a wrestler either.

[@tylerhartley5031]

@@michaelsinger4638jealous

[@night6724]

Judy Martin said those claims were lies

[@night6724]

@@michaelsinger4638Yes she was you neck beard

[@tylerhartley5031]

@@night6724 exactly 👍👍👍

[@playthatfunkymusicrobot]

That coffin stealing segment is pure comedy. Who cares about "taste?"

[@Tyrone-v2r]

Chefs?

[@Windrider784]

The social attitudes in the 90s were awesome.

[@TheThird1977]

Brian Fantana: "They've done studies, you know. 40% of the time, Boss Man sucks every time."

[@danielhess1082]

I was going to say that Tori did have experience wrestling in Japan. But it evidently didn't convert well to the WWE style

[@greatlakesent4831]

I been telling people for almost 25 years now that Boss Man was the best heel in wrestling in 1999.

[@thecodester6669]

7:03 the rumble match is a guilty pleasure to me. I give it a c tier rumble.

[@CobaltT9]

Watching it with the original music, I liked that the people in the front row were moving to The Oddities and The Brood's theme music.

[@IAmQale]

1999! The year I got into wrestling.

[@Rromantiq]

The way the WWE treated Ivory in 1999 was ridiculous. The division was atrocious and the fact that they didn't make her have a dominant reign for months on end by defeating everyone on the roster within 5 minutes I think killed her longterm credibility. Over the years fans kind of just gave her the meh treatment whenever she did a match aside from the ROTC era because of how bad this year was for her. I don't think people remember how bad that women's division was but Jackie and Ivory were victims of sex appeal being favored over in ring ability unfortunately.

[@rickyrosay33977]

Ivory was ahead of her time she could've had great matches today and I agree her loses against the untrained women and a 76 year women did hurt her credibility Ivory was hot but was also solid in the ring but sadly it was all about the sex appeal in that era

[@EricJae.]

Shit made me laugh back in the day

[@tinotica]

It’s really ironic that 1999 was one of the hottest years in WWE history and yet there were hardly any great matches that came out during that time. Besides the tag team ladder match at No Mercy, there were really no 4 star matches in 1999.

[@LongLiveRockAnRoll]

Yeah it's strange, 1998 had quite a few great matches despite Russo's best efforts and then 2000 did as well. I think they got lazy because they had done so well in 98. WCW sucking more and more probably made things look great by comparison.

[@Tyrone-v2r]

Definitely. The Attitude Era was so entertaining, so iconic and gave us so many legends. Yet it was arguably the worst era for work rate. Even the golden era and the new era had quite a few people who were truly great in ring performers. The Ruthless Aggression era and the current era has had some of the greatest in ring performers in pro wrestling history. The Attitude era was possibly the company’s worst period for ring work and definitely is its most entertaining, at least for a few generations of fans. I always wished that we could have had Paul Heyman booking and writing, him and JR as head of talent then just let Vince run the actual business side of things. Give them all a good writing team with creative people, let the wrestlers have more space to fill out their characters or gimmicks and let things go from there. It could’ve combined the best elements of that era and then brought it into modern times.

[@LongLiveRockAnRoll]

@user-kq7rf6uq4m I wouldn't say the golden era was better in ring. NWA was better in ring in the 80s. For every Ricky Steamboat you had an Ultimate Warrior getting pushed way harder. Attitude had Hardyz, Edge and Christian, Eddie, Benoit, Jericho, X Pac , DLo, Owen, Blackman, Shamrock, RVD (hey I count the invasion as Attitude 😛). If you're into Kenny Omega flipping around the place, they may not seem like full-on work rate guys, but they were a lot more than 80s WWF, in my opinion.

[@Tyrone-v2r]

@@LongLiveRockAnRollthe golden era had Randy Savage, Bob Orton, Mr. Perfect, Rick Rude, Snuka (vomit), Jake Roberts, Steamboat (for a time), Paul Orndorff, Roddy Piper, The Rockers, The British Bulldogs, The Steiner Brothers, The Hart Foundation and the Headshrinkers. They also had people like Bam Bam Bigelow, Dusty Rhodes, Ric Flair, Teddy Funk, The Texas Tornado, The Legion of Doom and The Brainbusters at one point or another. Many wrestlers needed to be good ring workers simply because kayfabe still existed and you needed to be believable. Obviously people like Ultimate Warrior and Hogan being exceptions, but that’s what got them over. That’s in addition to all of the crazy characters and even crazier promos that they had. The New Generation Era had HBK, Bret Hart in his prime, Bam Bam Bigelow, Brian Pillman (for too short of a time) Davey Boy Smith, Hakushi, Jeff Jarrett (not my cup of tea) Marc Mero, Owen Hart, Razor Ramon, Taka Michinoku, The Kid and Vader. It also had a rotating roster of incredible tag teams that would come and go. The New Generation Era also brought us a large amount of the people who’d bring the Attitude Era into existence and take it to its prime. To be clear, I fell in love with wrestling during the golden era, witnessed the new generation era, grew up watching the entire attitude era and stopped watching it about halfway through the ruthless aggression era. So I haven’t really watched in the past decade and a half. I don’t watch it now although I do watch some content about it. Mostly I just watch stuff like this about the previous eras. There’s plenty of incredible mic workers now but WWE dictates every single word they say while giving them about the worst ever material to work with. Without even including all of the high flying stuff or the convoluted moves that there is within some modern wrestling the majority of the more successful and respected performers could wrestle rings around the attitude era roster. TLDR: The Attitude Era was the peak of my fandom but I think only the most dedicated Attitude Era fans try arguing it was tops for actual wrestling. In ring skills simply weren’t a priority.

[@Al7249]

​@@LongLiveRockAnRollthat's true but think how many minutes were those stars even given fr. Like I'm remembering matches and stuff and the one thing I hated when I watched it for the first time (I was born too late like 96 and mostly have memories of the ruthless aggression era) was the short length and how they'd usually go to DQ or countout falls. The story was OBVIOUSLY more important.

[@chrisbreezy3048]

Honorable mention to the Fatal 4-Way Evening Gown Pool Match at Armageddon '99 where Ivory defended the Women's Title against Jacqueline, Miss Kitty and B.B. In the end, it is mostly remembered for the moment after where Miss Kitty momentarily flashed her breasts to the crowd after winning the title as Sgt. Slaughter missed his cue and covered her up far too late.

[@Biishiki-gun4life]

Slaughter didn't miss his cue, it was the cameras who were late. Kat said in an interview that she was suppose to take the bra off however the cameras were suppose to face towards her back. They messed up and the rest is history

[@williamseneyjr.6277]

I cannot lie.....back in 1999, I laughed pretty hard at the Big Show riding that casket.

[@dylanogg347]

The build to Boss Man and Big Show's match is iconic for all the right reasons. Boss Man put in a Tour De Force performance in getting heat.

[@hollifield877]

I was at the last RAW of 1999 for the Rock vs. Mankind for the "PINK SLIP ON A POLE" Match. Yep!

[@hobbs37110]

Calling the big boss man a career mid-carder is insulting and not true.

[@Tyrone-v2r]

Definitely, he challenged, was number one contender and was regularly in number one contender matches. He was pretty much Vince’s main muscle and the wrestler closest to him for a good period of time. Wasn’t this feud with The Big Show over the title or number one contender spot? He’s had plenty of high profile feuds and isn’t remembered as such an iconic big man for no reason.

[@Ramiro1993]

Lol poor big boss man. He had a ruff 99

[@dylanthomas9907]

It's crazy looking back at how many bumps Mae Young took for someone of her age. She would later take a powerbomb off the turnbuckle through a table off Bubba Ray Dudley.

[@lanceyvalentino]

Forget the turnbuckle she took a powerbomb from Bubba off the stage!!

[@mikeroagreschen5350]

The 1999 King of the Ring tournament was horrible. 7 pretty awful matches and Billy Gunn emerging as the winner.

[@real-babz-tv]

The roll up that took 50 years.....HAHAHAHAHAHAHAHA..... Love it....

[@maxxxxx6511]

I’ve been waiting for this one!!

[@buckbuck2dabang]

Boss Man was a career mid carder?? Huh

[@mikeroagreschen5350]

He wrestled Hogan a lot on house shows in the late 80's. But beyond that he was pretty much a mid-carder.

[@andu1854]

He was a mid carder

[@linkvagar2336]

@@mikeroagreschen5350 Career mid-carders don't get two shots at the world title on PPV/TV against Hogan and one against Savage.

[@logankerr8090]

so how far back are we going?

[@adamdolatowski409]

Bring back the kennel from hell but turn it into a cinematic match

[@Tyrone-v2r]

And get some actual trained stunt dogs.

[@jimbrown5091]

Was Bart punished or was that just the inevitable conclusion of a dumb idea?

[@rickyrosay33977]

He got punished for beating Steve Williams (who was meant to win the tournament and get a push where he would be put in a program with Steve austin) they even told Gunn to lay down for Williams but Gunn had bar brawl experience and suffered harassment telling him he wasn't going to win to which Gunn didn't took to kindly and went out there to prove them wrong

[@jakemitchell1132]

1999 was just weekly episodes of “Boss Man Behaving Badly”

[@VorpalBender]

There's an alternate universe where Bart Gunn knocks out Butterbean.

[@robertclark2253]

Boss Man was in the last match of 2 Saturday Night Events one which was pivotal to the Mega Powers Explode main event of WrestleMania 5 and one where was in a steel cage match for the WWE title held by Hulk Hogan . So your statement of Boss Man as a career mid carder was slightly economical with the truth .

[@secularbelt]

You prefer a social attitude of pearl clutchers?

[@evildeadthing]

Disagree with Butterbean Vs Bart Gunn being in here. That was actually hilarious in a sick, twisted kind of way.

[@osirisito5641]

Can we talk about the fact that moolah won a title at the age of 76 😮😮 I'm pretty sure she's the oldest champion we'll ever have in the wwe just think about it, unless the 24/7 title has a older winner but eh

[@Tyrone-v2r]

Pat Patterson was 78 when he won the 24/7 title. I know that the 24/7 title is kinda irrelevant but I say we go with that just to give Moolah even less attention.

[@monarched]

@@Tyrone-v2r The 24/7 is retired(thank god). Good idea in theory...execution, not so much

[@Tyrone-v2r]

@@monarchedcouldn’t agree more. It could’ve been really fun with the massive and massively diverse roster they have. With all of the different sizes, physical capabilities, skills and styles they could’ve it a blast to watch. Instead they turned it into the 24/7 rule hardcore title with none of the originality, violence, energy or overall entertainment value.

[@AndyDuphresne]

How is there not a playlist for these videos? Owen? Luke? Andrew?

[@Biishiki-gun4life]

Alternative Title: Worst matches featuring Big Boss Man or the Women's Division (Excluding Bart vs Butterbean)

[@Bino9898]

90s social attitudes definitely better than they are today

[@nigel_saxon]

To be fair, the kennel from hell match sounds good on paper.

[@BrynHarding]

You lost me at the slander of MMMBop! Adam & The Gants could never!

[@georgemetcalf8763]

Poor Ivory, the women's equivalent of Big Bossman that year. Both solid workers, not terrible on the mike and good at getting audience involved.

[@shauntilton1432]

Boss man was the best sinister monster ever.

[@terrystyles5271]

I think it's safe to say that 1999 was not the Big Boss Man's best year.

[@PabloMcFlyFTW]

I can't believe that Butterbean fight was in 99' and not like, 1996

[@kishore16966]

This list should be called as "stupid matches compilation '99 feat big boss man, moolah m ivory.."

[@crveech]

Pretty amazing how good the Attitude Era was, yet Wrestlemania 15 was really bad.

[@joshjenson8111]

The 99 rumble was awesome, it continued the austin mcmahon storyline

[@dmercy8477]

It still doesn’t take away of how awfully the match was booked. Endless mid-carders, empty rings, just an overall boring rumble and a bad show. Only thing good about it is the Rock/Mankind match.

[@tompatchak8706]

Ohhh man. Late 90s eye brows.

[@AJsBusVideos]

Boss man crashed the funeral in the bluesmobile.

[@slavesarentweall7839]

Honestly Undertaker hanging the bossman was what got me into this shit.

[@joedavenport5293]

The Attitude Era was both entertaining and tasteless at the same time

[@Merricat_likesu]

It’s been confirmed for years now thst the brawl for all wasn’t meant for Steve Williams, Vince Russo confirmed ages ago he was inspired to pitch the idea after hearing Bradshaw brag about how tough he was and how he could knock anybody out. Stop pushing the false narrative.

[@andu1854]

So it was still a Vince Russo idea? Explains why it sucked and many wrestlers got hurt

[@ryandevries8931]

Gotta wonder how many views this would get if it were top 10 worst matches of 1979.

[@dhall888]

Dang.., we get it!!! The big boss man and women’s wrestling didn’t have a great year in 99!

[@newageoutlaw]

I think you mean "The crowd goes mild"

[@DMONEY2000]

That evening gown match between the 2 stooges was the worst ive ever seen wwe put on and im a die hard attitude era fan

[@hhtptai]

God, this was not Boss Man's year.

[@awkc63]

Nope the ending of the Cell match at WM XV was a great visual

[@poiuppx]

Wait, the double clothesline won a PPV match?! ...damn, maybe MJF is onto something...

[@ismailkhan_v3820]

Pretty much every match with the 6 pack challenge at Unforgiven being an exception. Jeff Jarret vs Chyna No Mercy was decent And there was a match with D Lo Brown on Raw that was kinda fire but I forgot which match. Other than that 1999 (including WCW) was a rubbish year

[@itsOasus]

Pacitti knows that the year 2000 is still considered part of the 20th century right?

[@lockdown2341]

Bart wasn't punished for winning. He was punished for knocking out Doctor Death and fucking up the whole reason for the thing existing.

[@simpsonsnerd1]

Royal Rumble '99 was a good PPV rumble.

[@altorres5988]

So you didn’t put Owen death on here

[@zf621]

1999 wasn't the final year of the millennium. 2000 was the last year as was the 20th century. 2001 was the first year of the new millennium and the 21st century.

[@SellavinAtoms]

It's a wrong that I feel bad for Bigg Boss bad even though hes dead now And in the hall of fame, I can't help but feel sorry for the guy with some of these matches.

[@danielhaines7366]

I would still watch any of these matchups before I would consider, watching a young buck match 😅

[@Seanatonin]

Show v Bossman at Armageddon 99 was better than Hogan vs Butcher at Starrcade 94

[@Joe90h]

I mean, the Finn Balor vs Edge Hell In A Cell match wasn't exactly a gruelling fight to the death, but would you really consider it worse than Colonel McSweaty Bollocks's showing?

[@Joe90h]

Also, Butterbean himself has said that Bart Gunn was done dirty by being forced to train in boxing and don gloves for their bout. If Bart had been allowed to fight how he had in Brawl For All, they might have had an interesting power versus quickness battle.

[@multiyapples]

Interesting list.

[@jiggybucksington]

So the main take away after 10, 9, and 8 is that the big boss man was the drizzling sh!t$

[@davidtodd3401]

Christian Cage stealing Bossman's gimmick in AEW

[@e93sports80]

I started watching wrestling in October or November of 99.

[@johnbennett7863]

I was at WrestleManiana 15

[@jopiaspieder1184]

The 1980's was the best decade ever

[@linkvagar2336]

Career mid-carder? Name one other "career mid-carder" who has has 4 WWF title shots on PPV/TV?

[@lilpoetat]

Thanks 🙏

[@TheNath87]

Wasnt The Rock vs Billy Gunn - Kiss My Ass match in 1999? That match was bad. And The Rock vs The British Bulldog where The Rock Rock Bottomed Bulldog in dog poop, that was a bad match to.

[@rushc5]

No one going to point out that 1999 was the 20th century? 😂

[@Gazowen-qz5xy]

Mideon oh dear

[@christopherdoroba8724]

This kinda stuff is why I always laugh at these legends when they mock AEW as if EVERYTHING they did in the attitude era was always epic all the damn time. They'll legit sit there and mock one botch throughout the whole show when footage of them doing this kinda stuff exists

[@demonicsuperiordruid]

How is this possibly only a bottom ten?? '99 really was a race to the bottom until Russo left.