1. He Can't Do Anything Outside Of Wrestling
Vince apparently cannot be satisfied with being the owner of a wrestling promotion; he has to expand into other industries in which he has little to no experience, thinking that he can to anything, because his ego is just that damn big. He has to challenge everyone, and try to prove that hes better than them at what they do best. If one were to look back at his decisions since 2001, many of them have been quite bad. The XFL lasted one season before folding. WWE Studios has been a money pit, with the only wrestler to make it big in film being the Rock. He over-saturated his own product, while completely destroying any wrestling canon through historical revisionism of events that happened in WWE history. He went public with WWE, leaving the companys decisions at the mercy of Wall Street. Finally, his overconfident expectations on the WWE Network cost him $350 million in a single day. All of these things add up to a business owner who has completely forgotten how to properly lead his company. While diversifying is a good thing in theory, in practice it doesnt make sense if you dont have a long-term plan or if you have the right people doing it. After all, why would you hire TV writers to write wrestling programming when they dont have knowledge of, or experience with, wrestling? Its obvious that Vince has to retire at this point. He created a massive, internationally-recognized product, and has led that company through several periods, both good and bad. Alas, in his old age, Vince has become too out of touch, indecisive, and stubborn to accept that he has made some irreversibly-bad decisions. So while he might think that him retiring would be akin to being put out to pasture or being shot like Old Yeller, the reality is Vince retiring would be like Shawn Michaels: hes done everything there is to do, and the company needs someone new to carry the standard.