* Let's start with the first and most important fact of them all: the fact that he managed to turn a regional promotion such as Vince Sr.'s World Wide Wrestling Federation into the behemoth that the WWE is today. Singlehandedly, as pointed out by [[Wrestling/ShaneMcMahon his own son]] and many a wrestler out there.
* The way he grew up in a trailer park with an abusive step-father. He also had dyslexia. Comparing what he's achieved with his background, he's nothing short of {{Determinator}} personified.
* Any time Vince goes into a match that ''doesn't'' end up a CurbStompBattle. His matches with Wrestling/RicFlair and Wrestling/CMPunk were believably even handed. Even those he does get the worse of it, you have to admire his persistence (especially since most of the time he booked those matches himself).
* The sheer amount of punishment he's taken over the years, for the sake of making entertaining product. Keep in mind, Vince has been punched, kicked, [[Wrestling/TripleH Pedigreed,]] nut shot, [[Wrestling/StoneColdSteveAustin Stunned,]] [[Wrestling/{{Kane}} chokeslammed,]] hit with every foreign object under the sun (including a chair shot by Wrestling/MickFoley that, according to him, knocked two of Vince's teeth caps out), busted open, [[Wrestling/BrockLesnar F5'd,]] had broken bones, [[Wrestling/DwayneJohnson Rock Bottomed,]] put through tables, [[Wrestling/ShawnMichaels superkicked,]] [[Wrestling/DGenerationX covered in poop,]] been ground into the sides of Hell in a Cell, [[Wrestling/RomanReigns Superman punched,]] [[Wrestling/TheUndertaker chokeslammed again,]] and had his face shoved into [[Wrestling/{{Rikishi}} another man's]] ass. [[Wrestling/TheBigShow TWICE.]] And that's probably not even half the list. No one else who owns a million dollar company would even CONSIDER putting up with that, yet Vince has nary a hesitation to let those things happen to him. It's even been said that there's nothing Vince won't ask a wrestler to do that Vince won't do himself. \\
Driving the point home, in Wrestling/MickFoley's book "Have A Nice Day!", no less than Wrestling/TerryFunk, the father of all {{garbage wrestler}}s, pointed this out, calling him "the most hardcore man in the business". His reasoning is that, on some level, the wrestlers do what they do because they need a paycheck, but Vince, on the other hand, is a billionaire who doesn't really need the money, and could do anything he pleases with his life, but he gets beaten up, thrown around, steel chairs wrapped around his head, thrown through tables, etc. on national television just because ''he likes it'' (and he knows people love to see him get beaten up, since he plays the heel all too well).
* Black Saturday in 1985 where Vince bought Georgia Championship Wrestling and it's time on WTBS was a disaster. The traditional Southern fans hated the WWE's product, and the fact that Vince only bothered to provide {{Clip Show}}s didn't help. However, his recovery qualifies as a real-life CMOA. Vince negotiated his way out of the contract and then sold the timeslot back to Jim Crockett Promotions for one million dollars, money which he used to fund the first Wrestling/WrestleMania. So in summary, Vince stole a timeslot out from under his biggest rival, sold it back at a huge markup, and that aforementioned rival ending up essentially paying for a successful and profitable PPV that made Vince even more money.
* Yeah, it did involve [[Wrestling/MontrealScrewjob irreparably damaging]] the career of Wrestling/BretHart, but you almost have to admire the cojones it takes to take something that was nothing short of a disaster for the business (revealing that everything is rigged, and that you literally just screwed a company man on live television) and turn it into a massive, ''massive'' boon via the invention of the Mr. [=McMahon=]-Stone Cold Steve Austin rivalry. PragmaticVillainy at its finest.
** It helps that Bret Hart and Vince made amends mid-2005 and Vince admitted in the ''Bret "Hit Man" Hart: The Best There Is, the Best There Was, the Best There Ever Will Be'' DVD that the Montreal Screwjob was kind of a dickish move and showed some regret in doing it.
* Appearing at the very last telecast of WCW Monday Nitro, where he announced the purchase of WCW. Whether you like him or not; after [[Wrestling/MondayNightWars all]] he's gone through from 1995 to 2001, it was probably satisfying for him to have finally reached his goal.
* When Mr. [=McMahon=] fires somebody as a face, such as [[https://www.youtube.com/watch?v=zymkd6WGxLY Paul Heyman]] in 2001, [[https://www.youtube.com/watch?v=XdCPpQcca6Y Kurt Angle]] in 2004, [[https://www.youtube.com/watch?v=k5FnCjJl014 Eric Bischoff]] in 2005, or [[https://www.youtube.com/watch?v=9NVE4CisVtE John Laurinaitis]] in 2012. It can be ''intensely'' satisfying.
* Vince being relived of his duties by HHH. (Nope, he didn't yell, "Vince....YOU'RE FIIIIIIIRED" and then Pedigree him.) It started as cheers because he got fired, but then Vince started crying and the crowd started chanting "THANK YOU VINCE". Crazy old bastard still knows how to work a crowd.