Every Vince McMahon Match Ranked From WORST To BEST

WWE Chairman Vince McMahon is one of the greatest heels in professional wrestling history and has faced a wide variety of opponents from top stars Hulk Hogan, Stone Cold Steve Austin and CM Punk to his own family members in Shane McMahon, Stephanie McMahon and Triple H. But which are worth your attention and which are worthy of your fast forward button? This is Every Vince McMahon Match Ranked From WORST To BEST.
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Cultaholic provides video coverage of professional wrestling - including WWE (including WWE Raw, WWE SmackDown, NXT and 205 Live), AEW, IMPACT Wrestling (formerly TNA), NJPW, ROH, and more with daily news updates, reviews, lists, highlights, predictions, reactions, podcasts and much, much more.

[@troyserdynski4030]

So when do we get to see a list of every Big Show heel/face turn ranked from worst to best?

[@mactiger1983]

That would be too long of a video, requiring a couple days of viewing. I'm cool with that.

[@TravestyJunction]

That is an incredible idea

[@liloiax22]

Oh gOD, that video would be about an hour n a half long lol

[@nostalgiaknight3649]

That would take about 4 years and 4 months

[@Butlerboy]

Rumour has it that it's been in the making for a few years

[@ArcienPlaysGames]

The editing in this one .. idk who did the editing, but give 'em a raise.

[@heelmatthowarth]

I think sam edits

[@bradcarver8127]

Hulk is too busy with Metallica these days to edit

[@ppperrrrffff]

@@heelmatthowarth not just sam

[@rdxgaming8595]

That’s mr pachite to you

[@VYLEMUSIC]

You should edit this comment tbh

[@carlwilliams1340]

Trying to find positives in Vince's ECW run is like looking at an orphanage on fire with all the children inside and saying "at least the flame is a pretty color."

[@mitchellima4736]

This may be the most accurate thing to have ever been spoken

[@WrestlingFan574]

More like "At least those cold orphans are warm"

[@joemckim1183]

@@WrestlingFan574 Anakin Skywalker had a similar response when he killed all of the younglings.

[@putasdelfanta]

My gawd 😭😭

[@Skengboi]

atleast we got durag vince

[@Williamcantrell99]

His No-Holds-Barred match against Nailz is my favorite. Such a great storyline with believable motivations, and it had great tension throughout. It’s a shame it had a DQ finish.

[@Patch778]

That is..... wank

[@Williamcantrell99]

Yeah, Pat Patterson and the cops got in the way of it getting to a proper finish. That’s WWE booking for you, breaking rules to fit the story. At least Nails got some kind of closure during the Steroid Trial storyline.

[@PYLrulz1984]

@@Williamcantrell99 yeah, but he friggin botched it during the trial, giving Vince the W at the end of the day anyway.

[@bigc181]

I remember quite liking the HHH/Vince match at Armageddon. There's something about old baby face Vince fighting for his family's honour that's endearing.

[@FloridaGuy53]

If only, Vince hadn't made Undertaker almost marry a tied-up Steph. Mmm, sweet payback.

[@kal-el1827]

This looks like something someone would make to let their loved ones know they’ve been kidnapped

[@PalataoBola0]

Vince vs God at Backlash 2006 still going on right now. Covid19 almost destroy wrestling industries this year.

[@uainjansun]

Boy i have news...

[@optimus2008]

@@uainjansun I have news too... 😭😭😭

[@SheriffOutlaw]

As very polarizing as Mr. McMahon is, I have to give him his credit. He is excellent at his job

[@TheScottishRoots]

The editing levels on this video are amazing! The little touches like Adam's legs moving when he was holding the pints were brilliant! Good on whoever put the hours into this one.

[@TheAwesomeMed]

Just started the video. But I've gotta say this cause it may not got the attention it needs. The editing in this video is class!

[@veryananduren8513]

I'm here for all of Adam's censorship friendly terms for "testicles"

[@angelyaluhhhh9130]

Bash McMahon all you want but you can’t deny that he’s an entertaining person and risked his life for our entertainment. Something Tony Khan or Dixie Carter never did for us

[@lilesmw]

Agreed

[@brettwilson2589]

I’ll be bashing Vince a lot these days lol

[@PhatGirlLuvr68Comix]

It figures Vince would book himself one of the best win percentages ever.

[@marvingonzalez8586]

I mean wouldn't you?

[@gandalfthegrey7135]

Gotta keep your head booker strong!

[@dollarbill6342]

Why not its his company lol

[@quentinkaasa47]

Taking a page out of Verne's playbook.

[@isaiahburns7538]

At least Vince still lost to Hulk Hogan. Man, Hulk doesn't even let the owner of the company get over. Lol.

[@peopleschampion9828]

The editting is unique & fresh on this one

[@jamessimmiss547]

I'm here for all of Adam's censorship friendly terms for "testicles"

[@KdubTraX]

yes it is!!!

[@lyndsaygooch4048]

@@jamessimmiss547 q

[@stevelowe2647]

It doesn't matter how unique & fresh the editing is.. maybe my delivery of it doesn't matter is as good as yours, but it doesn't matter who's delivery is better.

[@Drakorre]

Vince in the attitude era was lowkey the best talker of the company. He was insane on the Mic

[@lilesmw]

Agreed

[@TheGreatDevlin]

Every Cena-Orton match ranked? That has to be done already, right?

[@cringeoregano3411]

Day 224 of asking for: "Every Paul Heyman Guy Ranked From Worst To Best"

[@BrockHeyman4L]

Lesnar is the best Dark Patriot for the worse

[@siddhanth3044]

Worst: Curtis Axel Best: Brock Lesnar Done

[@BrockHeyman4L]

Siddhanth I was also gonna say Curtis axel but he did win the IC title and beat triple h when with heyman

[@AGC4]

@@siddhanth3044 curtis axel beat triple h, john cena, and chris jericho as IC champ, not bad

[@MorbidFayde]

Surely cesaro would have to be the worst unfortunately

[@crossin8772]

Hey if we're doing matches now what about every dave meltzer five star match ranked?

[@darnellknight8121]

Vince can't wrestle...but he's tough as hell and i love his matches

[@yogidemis8513]

Back in the "Attitude Era" I always enjoyed watching Vince get involved in the storylines, he was always up too no good, always something shaddy. Vince did play his part well and he embarrassed himself many times too give the people great entertainment and for that I can thank him!

[@oscardaslouch]

Loving the editing on this - first class job! You guys are in danger of looking professional...

[@ronanrawk2113]

Why don’t you rank every John Cena and Randy Orton match

[@soyeahwhytv4012]

Could have said make a 3 hour vid

[@papercup7006]

81 matches if you include prototype matches

[@soyeahwhytv4012]

Paper Cup welp

[@rorystfu]

He hasn't even ranked every Roman Reigns - Baron Corbin encounter yet. Priorities, people.

[@TheMuldoonFella]

Because please no

[@thejuhlerofdk]

Jesus, did I just spend an hour and 6 minutes watching a list on Vince McMahons worst/best matches? Heck yeah! Kudos to you, Adam, for watching all the matches.

[@justinsmith6489]

I'm genuinely curious as to who edited this. Its class

[@loknathchakraborty4779]

Vince and Shane vs. God and HBK was a CLASSIC

[@bigmax412]

39:38. that line aged horribly after wrestlemania 38 😂

[@justinshawmedy]

I can't believe 2 years after this video launch it needs to be updated. THANKS McAphee

[@BrewskiBudder]

The way he came in and knocked over Meltzer lmaooo

[@jasonjimerson7046]

The reenactments of action and editing of this list video is one of your best and most humorous efforts... Very Terry Gilliam-ish.

[@MrHuntman244]

I would love to see every wwe video game ranked from worst to best! Some of the one off titles are real gems

[@frankmaxfield7025]

Man yall absolutely did your homework and put some serious time in making this video. Yall have my respect.

[@Halcryder]

Pacitti: JOIN US Me: Erm, I dunno I'm having doubts on this one

[@primetimeericprime4033]

I absolutely love the editing in this one, can tell you guys really had fun making it!

[@MrDjmcconnell]

Vince was probably so mad his MSG walk of fame plaque said “wrestling”

[@SheriffOutlaw]

I had no idea that he Wrestled this much, well done Mr. McMahon! In a way that is kick ass!

[@taylorcannon7272]

I was thinking the same thing

[@MattGOG666]

the editing in this episode is incredible guys!

[@SithMaster26]

Vince's best match was with Shawn Michaels in a No Holds Barred match at WM22.

[@archezbecray]

Great Editing on this one lads, fantastic work as always 👍♥️

[@nicholasokeefe3632]

Vince McMahon is literally the villain from Ready Player One. Like dudes character is that he straight up bought his muscle but has no idea how to use them and thats the greatest thing Ive ever seen in my life.

[@ben_retzer]

The editing in this episode is amazing

[@marcuslee1927]

Got to complete my meal prepping to this video. Now, give us every Shane McMahon March...

[@AnnaJaneMTG]

I guess after Mania 38 y’all gotta redo this one for McMahon vs Pat McAfee 😂😂😂

[@jasonoliver1034]

Vince: "THIS IS SUCH GOOD SHIT" 😄

[@MuseMaribethh]

The editing is so cool on this one! Great list! :)

[@jordigan6060]

"Vince vs CM Punk, as of this video the last Vince McMahon match" HAHAHA. Vince vs Mcafee is probably a solid 35

[@chromeandprimer5361]

These long videos really help the day go by when the store is dead.

[@shantanukale1468]

Never ever did I think it'd cross the 1hr mark

[@DarkwingDann]

Can we get a rankings list of the best wwe/wwf tag team champions?

[@LuckyDT]

Such good shit!

[@Haywired1]

How come whenever that ladder match is brought up, it always has to be mentioned that "We never found out who it was who raised the briefcase". That's because in kayfabe it wouldn't have been anyone significant. It would've just been one of Vince's backstage lackeys doing it under Vince's orders (he's the evil owner of the company don't you know). It was never revealed because it was taken as read that it would've just been Bob backstage who's in charge of rigging up the ladder match stuff, doing it because Vince told him to. The identity would've only been interesting if it had been a wrestler not involved with the Corporation, but as it obviously wouldn't have been, there was no need to explain.

[@quentinkaasa47]

Boss Man came out and hugged the McMahon's the next night on RAW, so I think it's safe to say that he was the culprit.

[@MagnumCalibre75]

As far as in-ring action is concerned, Vince McMahon vs Shawn Michaels at Wrestlemania 22 is number one.

[@arihantpateria701]

we all saw the vs undertaker joke coming up when he built for it but we all still laughed

[@harska]

Well since it is always about the McMahon family rivalry, you have to continue this list by ranking Stephanie's and Shane's matches, and finalize with his son-in-law. His illegitimate son can maybe be excused, but only if you then rank all the finishers Vince has taken down the road.

[@user-gq1ve1zk2b]

It has to be HBK vs Vince at Mania 22 that was match of the year of 2006 by Pro Wrestling Illustrated.

[@icards7986]

Just watched the whole thing. Personally happy that HBK vs McMahon at 22 made the top 3. That was when I first got into wrestling and their match was the one I was most excited for at the show.

[@rosskentish5412]

the edit is really good in this vid

[@Trafficcoordinator]

Very good writing. Keep these great videos coming. You guys are awesome

[@j.dmatthews441]

It’s insane to think Vince became the perfect example of top tier heel character work in the industry!!! I was introduced during the Attitude Era and I hated Vince but loved his matches they were always entertaining and over the top!!!

[@thewab1974]

1:05:06 - I'm proud to say that I was front row ringside at WrestleMania XIX for Hulk Hogan vs. Vince McMahon where Hogan beat McMahon with three consecutive legdrops.

[@philiptucker7590]

I didn’t see you there 👀

[@thewab1974]

@@philiptucker7590 - I was the guy in the blue USA shirt, sitting front row off to the right whenever the main hard cam was on. If you watch the Rock after he beats Stone Cold, the Rock hurdles over the barrier to hug his then wife, his mother, and grandmother. The guy patting him on the back is me. lol

[@optimus2008]

6:46 My inner JR in his most deadpan (reaction when Heyman got drafted to Raw in 04): Oh ma Gawd.

[@miked7212]

Next do every Shane McMahon match ranked.

[@DomSum7]

I lost my shit at “makes hogan look like Shamus”😂🤣😂🤣😂🤣😂🤣😂🤣😭

[@jeruhenderson3950]

If I'm correct the person that rose the briefcase up at King of the ring was big bossman

[@TomTalksRubbish]

Please do this for Shane and Stephanie matches in the future

[@BrockHeyman4L]

Shane didn’t retire yet🙄

[@jkblohm9899]

The editing on this one is fantastic

[@nicholaschristie8699]

I always think, if Vince did Vince things where it pissed you off so much, watch Undertaker vs Vince at Survivor Series. It would be cathartic for people who feel they have been scorned.

[@andrewburgemeister6684]

Best and most gruesome part was the shovel right to the face, the guy took some mad shots to the head with weapons. But alas, probably too many!!

[@logankerr8090]

do every Steph match from worst to best next!

[@optimus2008]

I'm gonna think that Mania 34 will top.

[@jamesbonnen]

May 31st 1999. Taker vs McMahon I was there Mark of the Quad Cities. Two days after Owen's death.

[@KelliHell]

The match with D-X against Legacy was in 2009 (on Vince's 64th birthday)

[@ThePeachTube]

1:05:22 that audio tape line killed me😂😂😂

[@emanueltwr]

I still remember Linda being lifeless on SmackDown. Ah Nastalga

[@chrisgreenuk]

I think this was your best list video yet Adam!

[@BigJorge0415]

"..wailing on Vince like he'd released an incriminating audio tape" this content >>>>>>

[@youngche8226]

I was there live at Backlash for his and Shane’s vs God and HBK. Super dope match live. I was also at WM X8 and was badly wishing Vince of Shane woulda had a match then too sadly they didn’t but still got to see tons of legends make their mania returns Or debuts (hall/RVD/booker t/mr perfect - on heat/Nash/hogan/hurrican helms/ddp among others. Both great PPVs to be at live

[@doomyoda7298]

Vince McMahon. Greatest Wrestler.. Wait for it... Of ALL Time! Who else can win a match without even needing to throw a punch? Simply the greatest... Note the sarcasm.

[@optimus2008]

I thought he was already surpassed by the BEST PROFESSIONAL WRESTLER in the world! A.k.a. his own son.

[@typhoonz7591]

I also enjoy the editing.

[@liloiax22]

6:46 - every single word on that white board is true... especially "that will age so well" lol... well, it was right in an ironic sense but true nonetheless haha

[@KingTodd_gaming_]

I have Survivor Series 2003 on DVD. Man did Vince get bloodied by the Undertaker in their buried Alive match. Omg! 😱

[@War-Forged]

How in the world have there been 52 vince mcmahon matches. Thats more than big show face/heel turns

[@sethisahawk]

Well done lads! Do Shane-O-Mac next!

[@dollarbill6342]

Anything after 03 was meh

[@joshzumstien6289]

The Country of Canada thanks you for not going too hard on the Bret/Vince debacle 🙂

[@DoctorLazers]

Before watching, my prediction. Worst: Vs Bret Hart at WrestleMania Best: Vs Shawn Michaels at WrestleMania

[@lcoleman3511]

The Mcmahon's vs Dudley's in a table was obviously hilarious 😂. The one part about vince's grapefruits on Devon's face, funny. But having the face saying "whud's up" looked like a cross between Scream and Cheech & Chong's Up in Smoke.

[@MrSamBerrett1]

Vince McMahon must have one of the best win/loss ratios in WWE history

[@kes9684]

Just FYI, it was bossman who was pulling the suitcases up at the King of the ring ladder match

[@deaston18]

What's funny is that I knew this was coming. I thought about it before you even probably started recording or even trying to rank it.

[@SDG.12]

The Stephanie, Undertaker, Gowen thing was all part of the same storyline

[@labbaby189]

Number 37 is the triple headline of Wrestlemania 17. Crazy.

[@jodawa2504]

This was a good list. I would love to see a ranking of NXT Tag Team Champions ranked from Worst to Best.

[@DrVernSFC]

Shoulda just done McMahon matches he won...would've been a much shorter video. This was Awesome

[@chrissayeranderson5710]

Not that it really means anything but I think the mania match with HBK got match of the year in pro wrestling illustrated. How bizarre.

[@jb888888888]

You missed one, where Vince lost by countout to Eric Bischoff @ Slamboree 1998.

[@LEGENDxKILLERxx]

The Wrestlemania XIX street fight is one of my favorite matches of all time. Absolutely not a technical match, but fantastic story telling!

[@GoodNyew]

I gave it a like because you said the words hella entertaining in 2020

[@glynreaper088]

how the hell did they get away with the vince forcing trish to strip and bark angle

[@Riab_05]

Vince vs Michaels at Wrestlemania 22 was an classic

[@boh6535]

God I didn't remember he's been so many matches

[@Vandalia1998]

#21 was actually the first wwe match i ever saw

[@Zeppeli0]

After seeing this effort im joining Cultaholic for life

[@ghastlyanarchy1720]

on that September 11th 2006 match in the Garden, that was my first and only wwe event i seen live, it was fucking wild.