Wrestling Headcanon Season 5: All Attitude All The Time

4/21/2025

This season begins with the downfall of WCW. Many fans finally grew tired of the Main Event geezers putting on terrible matches based on insultingly dumb storylines. Over time, even the Cruiserweight Division, still the best thing about WCW, grew stale as their talent migrated over to WWE.

As a result, there are very few WCW episodes in this season. Instead, I’ve used a Channel
Changing effect to represent flipping back and forth between WCW and WWE. This is because, while WCW was flailing and about to be bankrupt, WWE didn’t get its creative mojo back until the back half of the season. They also suffered from bad chaos booking, particularly during their Vince Russo era. You can actually see WWE get better and WCW get worse when Russo moves from one company to the other. He’s not as personally repugnant as some actual criminals in the industry but, man, he really ruined wrestling wherever he went.

We’ll focus on the dwindling good WCW matches and the influx of talent that occurs in WWE, particularly when Steve Austin had to have surgery and was written off TV and pay-per-views for an entire year. This allowed a slew of new wrestlers to "invade" from WCW, ECW, and even GLOW.

There’s also one of the best Tag Team Wrestling eras in history here as The Dudley Boyz, The Hardy Boyz, The Brood, The Acolytes, and more introduce tables, ladders, chairs, and excitement into a division that had suffered greatly since the late 80s.

Season 5:
All Attitude, All The Time

Season 5 Sorbet Episode: CMLL Homenaje A Dos Leyendas 2000 - Juicio Final

WCW’s highlight reel for last season and this season are almost entirely made up of Luchadore Matches. Personally, I’m not very knowledgeable when it comes to actual Mexican Luchadores who didn’t cross over into American companies. But I did some research for 2000, and it’s pretty unanimously agreed that this pay-per-view is one of, if not The, Best Luchadore Events from 2000. I did not edit this in any way, this is just a pay-per-view showcasing some amazing matches from CMLL. The title translates to CMLL Tribute To Two Legends 2000 - Final Judgement.

The two legends in question are El Santo, one of the all-time most famous luchadores, and Salvador Lutteroth, who founded CMLL.

1. Ricky Marvin vs Sangre Azteca in a 2/3 Falls Match.

2. Toreno Cibernetico Match (similar to a Survivor Series Match).
Arkangel de la Muerte, Dr O'Borman Jr., Mr Mexico, Rencor Latino, Rey Bucanero, Último Guerrero, Violencia, and Zumbido vs Antifaz del Norte, Astro Rey Jr, Máscara Mágica, Olímpico, Safari, Starman, Tigre Blanco, and Tony Rivera

3. Brazo del Plata, Emilio Charles Jr, Mr Niebla vs Los Capos in a 2/3 Falls Trios Match.

4. Máscara Año 2000, Scorpio Jr, and Shocker vs Perro Aguayo, Rayo de Jalisco Jr, and Tarzan Boy in a 2/3 Falls Trios Match.

MAIN EVENT: ATLANTIS vs VILLANO 3 in a MASK VS MASK MATCH

Season 5, Episode 1: Hell In A Cell B’Gawd (1998)

Last season we saw Mick Foley perform as three different characters in the WWE, even doing filmed promos where the three characters interacted. In this episode we get a glimpse of things to come as he performs a match against Terry Funk where they both play themselves. No characters, just a brawl between two people we’ve seen wrestle with and against each other under various guises. It’s a fun start to the season.

While it may seem odd not to have the actual Hell In A Cell match that made Mick Foley an all-time legend as the Main Event, it’s just impressive to see him, mere minutes after a spotfest that nearly (and probably should have) ended his career, then run down the ramp and interfere in another match. Honestly, that moment is the reason our Main Event is even in this episode as the match itself is fine but there isn’t much that could follow Mankind/Undertaker in the cell. It’s one of the most iconic moments in wrestling history.

1. Mick Foley vs Terry Funk from Raw.

2. Kai En Tai vs Taka Michonoku and JBL (as Bradshaw) at Over The Edge 1998.

3. Steve Austin (WWE Champ) vs Mick Foley (as Dude Love) at Over The Edge 1998.

4. The Undertaker vs Kane from Raw.

5. Too Much vs Al Snow and Head at King Of The Ring 1998.

6. XPac vs Owen Hart at King Of The Ring 1998.

7. The Undertaker vs Mick Foley (as Mankind) in Hell In A Cell at King Of The Ring 1998.

THE MAIN EVENT: STEVE AUSTIN (WWE CHAMP) vs KANE at KING OF THE RING 1998.

Season 5, Episode 2: Gold-Berg Gold-Berg (1998)

Ok, now that Goldberg has the belt, what does WCW do with him? They don’t appear to really know. Our first WCW match of the season is Hart vs Benoit, which is about as good as WCW wrestling is going to get. We also see DDP do his best to get into the main event scene, and Perry Saturn and Raven continue their feud from last season.

Towards the end of the episode, we switch over to WWE to see Shawn Michaels become commissioner, and we get our introduction to the WWE Hardcore Championship as The Main Event.

1. Bret Hart vs Chris Benoit from Nitro.

2. Juventud Guerrera vs Billy Kidman at Bash At The Beach 1998.

3. Goldberg (WCW Champ) vs Mr Perfect (as Curt Hennig) from Nitro.

4. Bret Hart vs DDP from Nitro.

5. Perry Saturn vs Raven and Kanyon at Road Wild 1998.

6. Chris Jericho (WCW TV Champ) vs Go…ld…berg? at Fall Brawl 1998.

7. Perry Saturn vs Raven at Fall Brawl 1998.

8. Goldberg (WCW Champ) vs DDP at Halloween Havoc 1998.

9. Bret Hart (WCW US Champ) vs DDP from Nitro.

10. The Rock (WWE Champ) vs XPac from Raw.

MAIN EVENT: MICK FOLEY (as MANKIND)(WWE HARDCORE CHAMP) vs BIG BOSS MAN from RAW.

Season 5, Episode 3: Brothers Of Destruction (1998)

Ken Shamrock wasn’t in the WWE for an incredibly long time but he put on a ton of bangers while he was there. In this episode alone, we see him in a Lion’s Den Match, an Intercontinental Title Match, and a beefy boy slapdown with Dan Severin.

I’m not the biggest Jeff Jarret fan but he has a great Hair vs Hair Match here with XPac. We also get a ladder match for the Intercontinental Title and our first glimpse at Kane and The Undertaker as The Brothers Of Destruction who have an entertaining but wildly inconsistent history of matches.

1. The Rock (WWE Intercontinental Champ) vs Ken Shamrock at King Of The Ring 1998.

2. The Nation Of Domination vs DX from Raw.

3. The New Age Outlaws (WWE Tag Champs) vs The Brothers Of Destruction from Raw.

4. Ken Shamrock vs Dan Severin from Raw.

5. Gangrel vs XPac from Raw.

6. Mick Foley (as Mankind) vs Kane in a Hell In A Cell Match from Raw.

7. Ken Shamrock vs Owen Hart in a Lion’s Den Match at SummerSlam 1998.

8. Jeff Jarret vs XPac in a Hair vs Hair Match from SummerSlam 1998.

9. The Rock (WWE Intercontinental Champ) vs Triple H in a Ladder Match at SummerSlam 1998.

MAIN EVENT: STEVE AUSTIN (WWE CHAMP) vs THE UNDERTAKER at SUMMERSLAM 1998

Season 5, Episode 4: Socko Zamboni (1998)

There’s a few pivotal moments of Raw history in this episode. Vince McMahon is hospitalized after a run-in with Stone Cold. Mick Foley tries to cheer him up by creating Mr. Socko and inviting a sweet, non-psychotic clown, who we will see again this season. Then Steve Austin shows up and beats McMahon with a bedpan.

Later, The Brothers Of Destruction take out Steve Austin for McMahon but it’s unclear which of them should be champ, which leads to bad things for McMahon, including Steve Austin arriving in a Zamboni to beat him up again.

Both Edge and Christian debut for us in this episode, with Christian getting a title in his very first match. They are a tag team for most of this season, originally called The Brood, so I will be referring to them as The Brood any time they are involved in a tag team match, even if it happens in 2025.

1. Steve Austin (WWE Champ) vs Ken Shamrock from Raw.

2. Mick Foley (as Mankind) vs The Undertaker from Raw.

3. Edge vs Owen Hart from Breakdown 1998.

4. The Rock vs Ken Shamrock vs Mick Foley (as Mankind) in a Steel Cage Match at Breakdown 1998.

5. Mick Foley (as Mankind) vs XPac from Raw.

6. Taka Michonoku (WWE Light Heavyweight Champ) vs Christian at Judgment Day 1998.

7. D-Lo Brown (WWE European Champ) vs XPac at Judgment Day 1998.

8. Ken Shamrock (WWE Intercontinental Champ) vs Mick Foley (as Mankind) at Judgment Day 1998.

MAIN EVENT: STEVE AUSTIN (WWE CHAMP) and THE ROCK vs BROTHERS OF DESTRUCTION from RAW

Season 5, Episode 4B: Vince McMahon’s Deliverance (1998)

This special episode features no wrestling matches but includes the entire Raw storyline where Steve Austin kidnaps and tortures Vince McMahon. It’s 38 minutes long

Season 5, Episode 5: Butts In Seats (1998, 1999)

Poor Tony Schiavone will never live down being fed the line “That ought to put butts in seats” when referring to Mick Foley winning the WWE title on Raw. You know what, though, fuck this season’s version of Tony Schiavone. He and his compatriots spend entire cruiserweight and midcard matches completely ignoring the action to talk about whatever lazy geezer was hogging the main event scene with a dumb storyline and poor quality matches. I hope he and his compatriots are properly embarrassed by how awful their commentary was from 1998-2000.

This is mainly a cruiserweight episode with a Meat vs Meat match with Fit Finlay and Scott Putski and a horrible, horrible, horrible ending to Goldberg’s streak.

1. Billy Kidman (WCW Cruiserweight Champ) vs Juventud Guerrera from Nitro.

2. Juventud Guerrera (WCW Cruiserweight Champ) vs Billy Kidman at World War 3 1998.

3. Billy Kidman (WCW Cruiserweight Champ) vs Rey Mysterio from Nitro.

4. Chris Jericho (WCW TV Champ) vs Konnan from Nitro.

5. Fit Finlay vs Scott Putski from Nitro.

6. Eddie Guerrero vs Rey Mysterio from Nitro.

7. Billy Kidman (WCW Cruiserweight Champ) vs Juventud Guerrera vs Rey Mysterio at Starrcade 1998.

8. Billy Kidman (WCW Cruiserweight Champ) vs Eddie Guerrero from Nitro.

9. Goldberg (WCW Champ) vs Kevin Nash at Starrcade 1998.

10. Triple H vs Mick Foley (as Mankind) from Raw.

MAIN EVENT: THE ROCK (WWE CHAMP) vs MICK FOLEY (as MANKIND) from RAW.

Season 5, Episode 6: The Fingerpoke Of Doom (1999)

The first match in this episode was pretty much the nail in the coffin for WCW. Yes, it went on for another two years but it was never the same after this farce, which actually took place on the same night as the Butts In Seat quote from the last episode. When I first did my Headcanon, I completely stopped including WCW after this match. I have since though better of that, and included the few good matches that happened after The Fingerpoke Of Doom, and you’ll see them scattered throughout this mostly WWE season.

Gillberg was a ridiculous Goldberg parody, that I think is only funny once, so this will be his sole appearance in the Headcanon. We also have The Corporate Rumble, which was a battle to determine who would be the 30th entrant in The Royal Rumble, which is also in this episode.

The I Quit Match has an uncomfortable ending as The Rock hits Mick Foley with ten unprotected chair shots, as there were no concussion protocols at this time. It is otherwise, a very good match.

1. Kevin Nash (WCW Champ) vs Hulk Hogan from Nitro.

2. Ken Shamrock (WWE Intercontinental Champ) vs Steve Blackman from Raw.

3. Road Dogg (WWE Hardcore Champ) vs Al Snow from Raw.

4. Gillberg (WWE Light Heavyweight Champ) vs Luna Vachon from Raw.

5. The Corporate Rumble from Raw
Big Boss Man, Billy Gun, Chyna, Kane, Ken Shamrock, Road Dogg, Test, Triple H, Vince McMahon, XPac

6. Al Snow (WWE Hardcore Champ) vs Bob Holly at St. Valentine’s Day Massacre

7. Mick Foley (as Mankind)(WWE Champ) vs The Rock in an I Quit Match from Royal Rumble 1999.

MAIN EVENT: THE ROYAL RUMBLE MATCH at ROYAL RUMBLE 1999
Al Snow, The Big Boss Man, Billy Gunn, The Blue Meanie, Chyna, D-Lo Brown, Dan Severn, Droz, Earthquake (as Golga), Edge, Gangrel, Gillberg, The Godfather, Goldust, Jeff Jarrett, Kane, Ken Shamrock, Kurrgan, Mabel, Mark Henry, Owen Hart, The Road Dogg, Steve Austin, Steve Blackman, Test, Tiger Ali Singh, Triple H, Val Venis, Vince McMahon, XPac

Season 5, Episode 7: McMassacre (1999)

I’m going to try, as much as possible, to not include much more McMahon family drama in this season. After this episode, where Steve Austin faces Vince in a Steel Cage, their storyline got really stale. Then Vince repeats the storyline with The Rock, then he repeats is again with Triple H. When Shawn Michaels comes back, he repeats it again with Shawn. Then with Hulk Hogan.

It’s very much a case of diminished returns.

The real story of this episode, though, is the heating up of The Rock’s feud with Mankind. Almost all their matches were delightful to watch. The ending of the previous episode’s I Quit Match was a little cringey but the Empty Arena and Last Man Standing matches here are excellent.

1. Billy Kidman (WCW Cruiserweight Champ) and Juventud Guerrera vs Rey Mysterio and Psicosis at Souled Out 1999.

2.The Rock (WWE Champ) vs Mick Foley (as Mankind) in an Empty Arena Match at Halftime Heat.

3. Steve Austin vs Vince McMahon in a Steel Cage Match at St Valentines Day Massacre.

4. Mick Foley (as Mankind) vs The Rock in a Last Man Standing Match at St Valentines Day Massacre.

5. Val Venis (WWE Intercontinental Champ) vs Road Dogg from Raw.

MAIN EVENT: MICK FOLEY (as MANKIND) vs THE ROCK in a LADDER MATCH for the WWE CHAMPIONSHIP from RAW.

Season 5, Episode 8: Luchadores Unmasked (1999)

The cruiserweight division continues to be the best part of WCW, and in this episode we see one luchadore lose his mask, as well as seeing Eddie Guerrero unmask multiple luchadores (though we do not see their faces on camera) in one of the few actually funny skits in WCW Nitro history.

A couple of the WCW Main Eventers have some great matches, here too, so there’s no channel changing to WWE.

1. Rey Mysterio vs Blitzcreig from Nitro.

2. Scott Steiner (WCW Champ) vs DDP at SuperBrawl 9.

3. Goldberg vs Bam Bam Bigelow at SuperBrawl 9.

4. The Outsiders vs Konnan and Rey Mysterio in a Hair vs Mask Match at SuperBrawl 9.

5. Bret Hart vs Booker T from Nitro.

6. Billy Kidman (WCW Cruiserweight Champ) vs Mikey Whipwreck at Uncensored 1999.

7. Rey Mysterio vs Bam Bam Bigelow from Nitro.

8. Bret Hart vs Chris Benoit from Nitro.

9. Billy Kidman (WCW Cruiserweight Champ) vs Psicosis from Nitro.

MAIN EVENT: GOLDBERG and RICK STEINER vs SCOTT STEINER and BUFF BAGWELL from NITRO.

Season 5, Episode 9: Beer Bath and Beyond (1999)

Another all-time best moment from Raw sees Steve Austin drive a Coors Light Truck into the arena and shoot a hose full of beer at The Corporation during one of their extremely long promos that I’ve mostly not included in this season. We do have a rare channel change from WWE to WCW here, as Haku vs Jerry Flynn is one of Haku’s late career highlights and, of course, it’s hard to go wrong with Rey Mysterio vs Billy Kidman, masked or unmasked.

For WWE, it’s the usual suspects in the Main Event scene but with the added bonus of seeing The Big Show take on Mankind in a Boiler Room Brawl!

1. The Rock (WWE Champ) and The Big Show vs Mick Foley (as Mankind) and Steve Austin from Raw.

2. Steve Austin vs The Big Show from Raw.

3. Shane McMahon (WWE European Champ) vs XPac at Wrestlemania 15.

4. Haku (as Meng) vs Jerry Flynn from Nitro.

5. Billy Kidman (WCW Cruiserweight Champ) vs Rey Mysterio from Nitro.

6. The Rock (WWE Champ) vs Steve Austin in a No DQ Match at Wrestlemania 15.

7. Mick Foley (as Mankind) vs The Big Show in a Boiler Room Brawl at Backlash 1999.

MAIN EVENT: THE ROCK (WWE INTERCONTINENTAL CHAMP) vs STEVE AUSTIN (WWE CHAMP) in a BURIED ALIVE MATCH at BACKLASH 1999.

Season 5, Episode 10: Bad Attitude (1999)

It would be unfair of me to cast so much shade on WCW without also acknowledging that WWE had a string of sucky TV shows and PPVs during 1999 as well. Of course, I won’t inflict you with those, either, so this episode sees some channel changing going back and forth to pick the good stuff from the detritus.

The Hardy Boyz debut for us in this episode and go straight for The Brood, which will be one of their longest-ever feuds. Then we’re off to WCW for some cruiserweight action, as well as some of the last appearance of The Radicalz before they jump ship to WWE.

1. Michael Hayes and The Hardy Boyz vs The Brood from Raw.

2. Rey Mysterio Jr (WCW Cruiserweight Champ) and Billy Kidman vs Chris Benoit and Dean Malenko from Nitro.

3. Juventud Guerrera (WCW Cruiserweight Champ) vs Rey Mysterio vs Psicocis vs Blitzcreig from Nitro.

4. DDP (WCW Champ) vs Goldberg from Nitro.

5. Psicosis (WCW Cruiserweight Champ) vs Rey Mysterio from Nitro.

6. DDP (WCW Champ) vs Sting from Nitro.

7. Chris Benoit and Dean Malenko vs Raven and Perry Saturn from Nitro.

8. The Triad vs Chris Benoit, Dean Malenko, and Perry Saturn at Bash At The Beach 1999.

MAIN EVENT: THE UNDERTAKER (WWE CHAMP) vs STEVE AUSTIN from RAW.

Season 5, Episode 11: Fully Loaded (1999)

There's a lot of fun in this episode, including WWE remembering they have a women's division! While Ivory vs Torrie is certainly not a five-star match, it is wrestling (as opposed to an exploitative match) worth of more than the paltry few minutes it received.

Al Snow continues to delight in the Hardcore scene, and while we do see his dog, Pepper, debut in this match, I promise we will neither see Pepper's unfortunate end nor the infamous Kennel From Hell Match attached to Snow's feud with The Big Boss Man.

Ken Shamrock and Steve Blackman had a few non-traditional matches in this era. The Iron Circle Match is not their best but it's entirely unlike anything else we'll see this season. We also have a Tag Team Gauntlet match for the first, but definitely not last, time in the Headcanon.

1. Al Snow (WWE Hardcore Champ) vs Big Boss Man at Fully Loaded 1999.

2. The Acolytes (WWE Tag Champs) vs The Hardy Boyz from Raw.

3. Al Snow (WWE Hardcore Champ) vs D-Lo Brown from Raw.

4. Triple H vs The Rock in a Steel Cage Match from Raw.

5. Steve Austin (WWE Champ) vs The Undertaker in a First Blood Match at Fully Loaded 1999.

6. Ken Shamrock vs Steve Blackman in an Iron Circle Match at Fully Loaded 1999.

7. The Rock vs Triple H in a Strap Match at Fully Loaded 1999.

8. The Hardy Boyz vs The Brood vs Prince Albert and Mabel (as Viscera) vs The Acolytes vs The Hollys in a Tag Team Gauntlet Match at SummerSlam 1999.

9. Al Snow (WWE Hardcore Champ) vs Big Boss Man at SummerSlam 1999.

10. Ivory (WWE Womens Champ) vs Torrie Wilson at SummerSlam 1999.

MAIN EVENT: STEVE AUSTIN (WWE CHAMP) vs TRIPLE H vs MICK FOLEY (as MANKIND) at SUMMERSLAM 1999.

Season 5, Episode 12: Unholy Alliances (1999)

The Undertaker and The Big Show team up as The Unholy Alliance in this episode. It’s a short-lived but terrifying tag team. Even more impressive than The Brothers of Destruction.

Earlier this season we saw Chyna in two rumbles that were otherwise full of men but this marks her first singles competition against a man, something she will keep up for the rest of this season.

1. Chris Benoit (WCW US Champ) vs DDP at Road Wild 1999.

2. Ken Shamrock vs Steve Blackman in a Lion’s Den Match at SummerSlam 1999.

3. Test vs Shane McMahon in a Greenwich Street Fight at SummerSlam 1999.

4. Kane and XPac (WWE Tag Champs) vs The Unholy Alliance at SummerSlam 1999.

5. Mick Foley (as Mankind)(WWE Champ) vs Triple H from Raw.

6. Chris Jericho vs Road Dogg from Smackdown.

7. Bob Holly vs Chyna from Smackdown.

8. The Brood vs The Hardy Boyz from Smackdown.

9. Triple H vs The Big Boss Man in a Lion’s Den Match from Sunday Night Heat.

MAIN EVENT: THE ROCK & SOCK CONNECTION vs THE UNHOLY ALLIANCE in a BURIED ALIVE MATCH from SMACKDOWN.

Season 5, Episode 13: This Is Your Life (1999)

Another channel changing episode. This episode begins with Mankind’s classic celebration of The Rock that leads to The Rock & Sock Connection. Mainly, though, Vince McMahon puts Triple H through a gauntlet where he had to win 3/5 gimmick matches against people famed for that particular gimmick, so Kane in an Inferno Match, Mankind in a Boiler Room Brawl, The Rock in a Strap Match, The Big Show in a Chokeslam Challenge and, to a much lesser extent, Mabel and Phinneas Godwinn in a Casket Match (I guess The Undertaker was busy).

Sting and Hulk Hogan manage, somehow, to have an even more insulting match than The
Fingerpoke Of Doom in this episode. I included it because it not only shows what an absolute joke Hulk Hogan was in the late 90s but that even Sting, who had great runs in Impact Wrestling and AEW several decades after his latter-day WCW matches, was involved in some unforgivably garbage matches.

1. Rey Mysterio vs Dean Malenko from Nitro.

2. Triple H vs The Big Show in a Chokeslam Challenge from Smackdown.

3. Billy Kidman vs Juventud Guerrera from Nitro.

4. Kane vs Triple H in an Inferno Match from Smackdown.

5. Chris Benoit (WCW US Champ) vs Bret Hart in a non-title Owen Hart Memorial Match from Nitro.

6. Triple H vs Mabel (as Viscera) and Phinneas Godwinn (as Mideon) in a Casket Match from Smackdown.

7. Perry Saturn vs Eddie Guerrero at Halloween Havoc 1999.

8. Triple H vs Mick Foley (as Mankind) in a Boiler Room Brawl from Smackdown.

9. Sting (WCW Champ) vs Hulk Hogan at Halloween Havoc 1999.

10. Triple H vs The Rock in a Strap match from Smackdown.

MAIN EVENT: THE ROCK vs MICK FOLEY (as MANKIND) vs THE BIG SHOW vs TRIPLE H vs KANE vs THE BRITISH BULLDOG for THE WWE CHAMPIONSHIP at UNFORGIVEN 1999.

Season 5, Episode 14: Good Housekeeping (1999)

Is The Good Housekeeping Match (Jarret’s final ever WWE bout) the best thing he ever did? Maybe. He’s spent the last couple of episodes portraying misogynist trash in skits where he hit The Great Moolah (who was in her 70s) and other women over the head with his guitar in his buildup to his Intercontinental Match with Chyna, where they were each allowed to use common household cleaning items as weapons. It shouldn’t have worked but both Jarrett and Chyna went above and beyond to make this completely entertaining. Too bad that Jarrett held up Vince McMahon for a ton of money to do this match, making him persona non grata, even when WWE ended up buying WCW. In a roundabout way, this match is responsible for Jeff Jarrett founding Impact Wrestling in 2001.

There’s also a Ladder Match between The Brood and The Hardy Boyz that’s going to begin our quick trek to the first ever TLC match in a couple of episodes.

1. The Hardy Boyz vs The Brood from Smackdown.

2. Jeff Jarrett (WWE Intercontinental Champ) vs Chyna in a Good Housekeeping Match at No Mercy 1999.

3. The Brood vs The Hardy Boyz in a Ladder Match at No Mercy 1999.

4. Mick Foley (as Mankind)(WWE Hardcore Champ) vs Val Venis at No Mercy 1999.

5. Triple H (WWE Champ) vs Steve Austin in a Falls Count Anywhere at No Mercy 1999.

6. The Hollys (WWE Tag Champs) vs Mick Foley (as Mankind) and Al Snow from Smackdown.

7. The Hollys and Too Cool vs The Brood and The Hardy Boyz in a Survivor Series Match at Survivor Series 1999.

MAIN EVENT: CHYNA (WWE INTERCONTINENTAL CHAMP) vs CHRIS JERICHO at SURVIVOR SERIES 1999.

Season 5, Episode 15: Radical Invasion (1999, 2000)

While not in a match, the last episode saw Steve Austin getting written off of TV and PPVs for nearly a year. How would they be able to fill in the undeniable hole he left in their main event scene? Chris Benoit, Dean Malenko, Eddie Guerrero, and Perry Saturn leave WCW for WWE. The Dudley Boyz and Taz leave ECW for WWE. Jaqueline, who we saw way back in Season 2, as Tina Ferrari, in GLOW, joins WWE. And, Kurt Angle, who won Olympic Gold with a broken fricken neck, also arrives. All of them debut in the WWE here and they’ll quickly ascend to the Main Event Scenes.

1. The New Age Outlaws (WWE Tag Champs) vs Head Cheese from Raw.

2. Kurt Angle vs Shawn Staziak at Survivor Series 1999.

3. Too Cool vs Val Venis and The British Bulldog from Raw.

4. Triple H (WWE Champ) vs Mick Foley (as Cactus Jack) in a Street Fight at Royal Rumble 2000.

5. Chris Jericho (WWE Intercontinental Champ) vs Gangrel from Smackdown.

6. Taz vs Kurt Angle at Royal Rumble 2000.

7. The Dudley Boyz vs The Hardy Boyz in a Tables Match at Royal Rumble 2000.

8. Dean Malenko vs XPac from Smackdown.

9. Taz vs Kurt Angle vs The Rock in a Non-Title Match from Smackdown.

10. Jacqueline (WWE Womens Champ) vs Luna Vachon from Raw.

11. The New Age Outlaws (WWE Tag Champs) vs Eddie Guerrero and Perry Saturn from
Smackdown.

12. The Dudley Boyz vs The Godfather and D-Lo Brown from Raw.

13. Triple H (WWE Champ) vs Chris Benoit from Smackdown.

14. Rikishi vs The Big Show from Smackdown.

MAIN EVENT: TRIPLE H (WWE CHAMP), CHRIS BENOIT, PERRY SATURN, DEAN MALENKO and XPAC vs MICK FOLEY (as CACTUS JACK), THE ROCK, RIKISHI and TOO COOL from RAW.

Season 5, Episode 16: Tables, Ladders, and Chairs, Oh My (2000)

The main event for this episode is the first ever TLC Match, which was, at the time, celebrating The Dudley Boyz’s table matches, The Hardy Boyz’s Ladder Matches, and The Brood’s Conchairtos.

1. Chris Jericho (WWE Intercontinental Champ) vs Kurt Angle at No Way Out 2000.

2. The Brood vs The Hardy Boyz at No Way Out 2000.

3. Rikishi and Too Cool vs The Radicalz at No Way Out 2000.

4. Triple H (WWE Champ) vs Mick Foley (as Catus Jack) in Hell In A Cell at No Way Out 2000.

5. Steve Blackman vs Jeff Hardy from Smackdown.

6. The Dudley Boyz (WWE Tag Champs) vs The Rock in a Tables Match from Smackdown.

7. Kurt Angle (WWE Intercontinental Champ)(WWE European Champ) vs Chris Jericho vs Chris Benoit in a Multiple Titles, Multiple Falls Match at Wrestlemania 16.

MAIN EVENT: THE DUDLEY BOYZ (WWE TAG CHAMPS) vs THE BROOD vs THE HARDY BOYZ in THE INAUGURAL TLC MATCH at WRESTLEMANIA 16.

Season 5, Episode 17: Hardcore Attitude (2000)

In this episode, Hardcore Champion Crash Holly created the 24/7 rule, where the Hardcore Title can be challenged for, at any time, provided the challenger has an official referee with them. This leads to some goofy matches that inspired the 24/7 belt a couple of decades later.

The Main Event is our first 60 Minute Iron Man Match since the Hart/Michaels match back in Season 3.

1. The Dudley Boyz vs Eddie Guerrero and Essa Rios from Smackdown.

2. Triple H (WWE Champ) vs Taz (ECW Champ) in a Non Title Match from Smackdown.

3. Test (WWE Hardcore Champ) vs Crash Holly from Smackdown.

4. Dean Malenko (WWE Light Heavyweight Champ) vs Scotty Too Hotty at Backlash 2000.

5. Crash Holly (WWE Hardcore Champ) vs The Mean Street Posse from Smackdown.

6. Triple H (WWE Champ) vs The Rock in a Falls Count Anywhere Match at Backlash 2000.

7. Crash Holly (WWE Hardcore Champ) vs The Mean Street Posse from Raw.

8. The Brood (WWE Tag Champs) and Kurt Angle vs Rikishi and Too Cool at Judgement Day 2000.

9. Eddie Guerrero (WWE European Champ) vs Dean Malenko (WWE Light Heavyweight Champ) vs Perry Saturn at Judgement Day 2000.

10. Crash Holly (WWE Hardcore Champ) vs The Mean Street Posse from Smackdown.

MAIN EVENT: THE ROCK (WWE CHAMP) vs TRIPLE H in an IRON MAN MATCH at JUDGEMENT DAY 2000.

Season 5, Episode 18: Last Man Standing (2000)

Our first WCW matches in ages takes place here, as a trios ladder match featuring six wrestlers who haven’t previously appeared in this Headcanon put on an absolute clinic.

We also add to our inter-gender matches as Lita and Trish Stratus get involved with the Hardy Boyz feud with T&A. And Rikishi and Val Venis have one of the most unexpectedly impressive cage matches in WWE history.

1. Three Count vs Jung Dragons in a Ladder Match at New Blood Rising.

2. Triple H (WWE Champ) vs Chris Jericho from Raw.

3. Triple H (WWE Champ) and Chris Benoit (WWE European Champ) vs The Rock and Chris Jericho from Raw.

4. Trish Stratus and T&A vs Lyta and The Hardy Boyz at Fully Loaded 2000.

5. Val Venis (WWE Intercontinental Champ) vs Rikishi in a Steel Cage at Fully Loaded 2000.

6. Triple H vs Chris Jericho in a Last Man Standing Match at Fully Loaded 2000.

MAIN EVENT: THE ROCK (WWE CHAMP) vs CHRIS BENOIT at FULLY LOADED 2000.

Season 5, Episode 19: TV-14 (2000)

Did the six man ladder match from the last episode wake up the WCW Main Event scene? We get two great matches from the non-cruiserweights to open up this episode.

We also see the arrival of Stevie Richards and Right To Censor, a group of anti-exploitation wrestlers that eventually feature The Godfather becoming The Goodfather and Val Venis dropping his porn-star-in-a-towel gimmick. They have, easily, the worst entrance music in wrestling history.

This episode also establishes Mick Foley as the new Authority Figure in the WWE, as he was retired from action a few episodes ago.

1. Goldberg vs Scott Steiner at Fall Brawl 2000.

2. Kevin Nash (WCW Champ) vs Booker T in a Steel Cage Match at Fall Brawl 2000.

3. Trish Stratus and T&A vs Lita and The Hardy Boyz from Sunday Night Heat.

4. The Godfather vs Bull Buchanan from Smackdown.

5. Chris Jericho vs Chris Benoit in a 2 Out Of 3 Falls Match at SummerSlam 2000.

6. Test vs The Godfather from Raw.

7. The Brood (WWE Tag Champs) vs The Hardy Boyz vs The Dudley Boyz in a TLC Match at
SummerSlam 2000.

8. Bull Buchanan vs The Godfather from Smackdown.

9. Shane McMahon (WWE Hardcore Champ) vs Steve Blackman at SummerSlam 2000.

10. The Brood (WWE Tag Champs) vs The Hardy Boyz in a Steel Cage Match at Unforgiven 2000.

11. Triple H vs Kurt Angle at Unforgiven 2000.

MAIN EVENT: THE ROCK (WWE CHAMP) vs THE UNDERTAKER vs CHRIS BENOIT vs KANE at UNFORGIVEN 2000.

Season 5, Episode 20: Stone Cold Vengeance (2000)

As you can guess by the title, this episode sees Steve Austin return after several episodes.

Commissioner Mick Foley sets out to determine the identity of the person who ran Austin over, yielding surprising results.

Jacqueline and Lita have the first ever women’s hardcore match in the WWE, and our main event sees six superstars in one Hell In A Cell match. It’s a bonkers way to end the season.

1. Jacqueline (WWE Womens Champ) vs Lita in a Hardcore Match from Raw.

2. Triple H vs Chris Benoit at No Mercy 2000.

3. Eddie Guerrero (WWE Intercontinental Champ) and Chyna vs Right To Censor from Raw.

4. Kane and Kurt Angle vs The Rock (WWE Champ) and Rikishi from Raw.

5. The Rock (WWE Champ) vs Kurt Angle at No Mercy 2000.

6. Ivory (WWE Womens Champ) vs Trish Stratus vs Molly Holly at Armageddon 2000.

SEASON FINALE MAIN EVENT: KURT ANGLE (WWE CHAMP) vs THE ROCK vs STEVE AUSTIN vs THE UNDERTAKER vs TRIPLE H vs RIKISHI in a HELL IN A CELL MATCH.

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