Vince McMahon had a long run in charge of WWE, and throughout that period he was able to work with a large number of different wrestlers. There are some who he developed great relationships with such as The Rock, Trish Stratus, and Daniel Bryan. However, while some people have loved working for WWE's former Chairman, that isn't the case for everyone.
There are certain wrestlers who had a strained relationship with Mr. McMahon, and found him difficult to work for. Whether that was down to creative frustration or one specific incident, there are plenty of people that Vince simply hasn't gotten along well with.
10 Gail Kim
Throughout her career Gail Kim has been extremely open about her feelings toward Vince McMahon, and none of them have been complimentary. She has often claimed that the McMahon family is racist, and it's obvious that she didn't like working for him during her spells with the company.
Kim never got booked in the manner that she deserved consistently, despite the fact she's an incredibly talented performer. Kim proved that when leaving the company, but she didn't enjoy her time on WWE's roster.
9 CM Punk
CM Punk is another obvious former WWE employee that didn't enjoy working with Vince McMahon, and he made that evident throughout his run with the company. His rants on the microphone came from a place of truth, as he was often frustrated when working in WWE, with the lack of push to WrestleMania's main event being a big part of that.
But Punk's main frustration came from having to work while injured, putting over other talent even when he wasn't at 100%, which is something that he was open about after leaving the company. He might have been very successful, but that doesn't mean that he was happy.
8 Jon Moxley
Jon Moxley is another wrestler that obviously had a lot of positive times working for Vince McMahon, as he was able to be part of an iconic faction and hold the WWE Championship. However, there was a lot of frustration from him due to how the creative department worked, and the ideas that they gave to him.
This was clear by the fact that he chose to depart the company, even though he was offered another contract from WWE. Moxley felt he couldn't showcase his own creative flair, which is certainly more aggressive and that has been clear during his spell with AEW.
7 Ryback
Ryback had a big push at the start of his WWE career, but by the end he certainly didn't enjoy being there. A combination of issues with pay, not being happy with his position on the card, and the fact he and Vince McMahon were having problems led to him not wanting to be with the company.
The Big Guy has continued complaining about WWE ever since he left the company, having made his issues very public as he claimed it is hard to be happy working on WWE's schedule.
6 Paul London
Much like Ryback, Paul London has not held back with his thoughts on WWE, and those who ran the company during his tenure since he has departed. The former Tag Team Champion has spoken openly about not getting along with Vince McMahon, and he's not been shy about making that clear.
London believes he could have been pushed further during his spell with WWE, but he was not happy with the overall environment, and a return at any point is something that he has never had any interest in because of that.
5 Nailz
Nailz is someone that had a controversial time in WWE, and the fact he hated working for Vince McMahon was clear. During his time in WWE Nailz made it clear to Vince that he wanted to make more money, or wasn't happy about how much he got paid which led to him complaining.
However, things got physical between Nailz and Mr. McMahon, and this brought an end to his time with the company. It was a heated situation, and it was very clear that Nailz wasn't happy to be there.
4 Scott Steiner
Scott Steiner is another wrestler who hated working for Vince McMahon, and he made that very clear at many points since then. While he has now come to positive terms with the company again down to Bron Breakker's WWE career, the fact is that he disliked his own personal run with the company.
WWE didn't book Steiner very well, which is likely a big factor in why he didn't have fun working for the company. He wasn't impressed with certain aspects of the business in WWE, and he has never held back in how he feels about that period of his life.
3 Jimmy Jacobs
Working for WWE is tiring, and that is something that Jimmy Jacobs found out as he ended up getting burnt out when working for the company. Jacobs was a writer for the promotion during his time there, but it was a busy period that he wanted to get out of eventually, even going as far as to appear on Being The Elite to try and get out of his contract.
Jacobs found working with Vince McMahon quite difficult, which is likely down to how demanding the former WWE Chairman was on his employees, particularly those in the writing team.
2 Bruno Sammartino
Bruno Sammartino is one of the biggest names in wrestling history, but that doesn't mean that he enjoyed working for Vince McMahon. For the majority of his career he didn't have anything to do with him, but he was around for a period of time, and that wasn't something he enjoyed.
Towards the end of his life Sammartino was able to work things out with the company to get a Hall Of Fame induction, but he ultimately had opposing views to how he wanted the business to be run. He and Vince were not cut from the same cloth in that regard, which is why they didn't get along as much.
1 Shane Douglas
Shane Douglas was a fantastic professional wrestler, and someone that should have been a major star in WWE, yet he didn't get pushed that way which is likely a contributing factor as to why he didn't enjoy working for Vince McMahon. Even though he was a top star in ECW, it didn't translate for him.
He has admitted to not finding Vince McMahon's leadership as good as he thought, and the fact that he didn't enjoy the manner in which he ran the company showcases that he didn't get along with his boss at the time.