* Appearing at the very last telecast of WCW Monday Nitro, where he announced the purchase of WCW. Whether you like him or not; after [[MondayNightWars all]] he's gone through from 1995 to 2001, it was probably satisfying for him to have finally reached his goal.
* 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 ClipShows 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 Wrestlemania 1. 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.
* When Mr. [=McMahon=] fires somebody as a face (see: [[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''.
* 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 TheDeterminator personified.
* Yeah, it did involve [[MontrealScrewJob irreparably damaging]] the career of 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.