Vince McMahon is the sort of person who has a mixed reputation in real life. A lot of the fans think that McMahon is a workaholic who doesn't care about his employees and only does what he feels like. While that might be true to some extent, there are many others who have revealed exactly the opposite.

RELATED: 10 Wrestlers That Vince McMahon Is Friends With

Those who have worked with Vince for long enough have always had good things to say about him. Whether it was someone who was a top guy in WWE or even a mid-carder who hasn't been on television for months, most people have had good stories to tell about Vince. But then, there are also a few instances where McMahon was the worst.

10 Best Boss: Paid For Harley Race's Medical Expenses

Harley Race

Former WWE wrestler Trevor Murdoch once revealed a story about Harley Race and Vince McMahon. Harley was one of the most iconic stars in wrestling and people had an immense amount of respect for the legend.

Before Race passed away in 2019, he made a call to WWE, asking for help with his medical bills. The legend had to be transferred to St. Louis from Atlanta on a medical flight, but that wasn't covered by his medicare. Within 10 minutes of his call, Vince paid off his expenses without thinking twice.

9 Worst Boss: Made Fun Of Jim Ross' Disease

dr heiney

In 2005, Jim Ross was hospitalized for colon surgery. Before that, he was fired on-screen so that he can take some time off. But just a few days after Ross had the surgery, Vince McMahon mocked him on television with the Dr. Heiney segment.

Disguised as a doctor, McMahon pulled a lot of things from Jim's colon such as his BBQ sauce, Steve Austin's merch, and even Ross' own head. The current AEW commentator wasn't happy about this and according to him, this segment even brought his wife to tears.

8 Best Boss: Bought Zach Gowen A Set Of Prosthetic Legs

zach gowen brock lesnar

Zach Gowen's worked for WWE for a brief period. The biggest highlight of his career came during his feud with Brock Lesnar, who once even threw the one-legged wrestler off the stairs on television.

RELATED: 5 Ways Brock Lesnar Is Better Now (& 5 Ways He Is Worse)

Two years ago, Gowen gave an interview where he thanked Vince McMahon for saving his life. Zach revealed that McMahon bought him two prosthetic legs and even paid for his drug rehab.

7 Worst Boss: Ban On Third-Party Services

01-twitch-cameo-vince-mcmahon-wwe-ban

WWE's ban on third-party services such as Twitch and Cameo created a huge controversy. Several wrestlers tried to confront Vince McMahon about it but then, he created an example out of Zelina Vega.

RELATED: Here's What Zelina Vega & 9 Other Wrestlers Have Said About Unions

Vega didn't like the new rules made by Vince and when she protested, McMahon fired her and escorted her out of the building. Even after a lot of backlash from fans, he didn't change his mind about the company's new policy.

6 Best Boss: Loaned $800,000 To Ric Flair

ric flair vince mcmahon

Ric Flair has faced tough times in his life many times. According to Flair, Vince McMahon was the one person who never left his side.

Flair had a messy divorce and McMahon helped him even that time. Once Vince lent him $800,000 and advised him to declare bankruptcy too. While Ric has paid off the debt now, people rarely do this much for their friends.

5 Worst Boss: Forced Tiger Ali Singh To Wear A Turban

Tiger-Ali-Singh

Vince McMahon forced Tiler Ali Singh to wear a turban in WWE. Singh complained to Vince and said that it'd be desecration and also offensive to do so because of religious reasons.

But McMahon didn't listen to him and said he doesn't care about desecration. Tiger even sued WWE for this reason in 2002.

4 Best Boss: Paid For Jake Robert's Rehabilitation

jake roberts

Vince McMahon once paid hundreds of thousands of dollars for Jake Roberts' time in rehab. Roberts thanked Vince in 2008 from his MySpace account and said that he was really grateful for receiving help from WWE.

At that time, WWE also paid for Scott Hall and Ron Simmon's rehab facility as well.

3 Worst Boss: Put Tommy Dreamer In A Difficult Situation

sabu-on-wwes-ecw-version

Tommy Dreamer and Paul Heyman once called Sabu about working at ECW One Night Stand 2006. Then, Sabu started asking for way too much money.

Vince was also in the same room and he heard him. Then McMahon told Dreamer to "tell Sabu to fu** Sabu." Nobody knows if Dreamer obeyed Vince or not, and even though this was a funny story, it wasn't something the WWE CEO should've said.

2 Best Boss: Helped Vickie Guerrero

vince mcmahon vickie guerrero

After Eddie Guerrero passed away in November 2005, WWE helped his widow, Vickie Guerrero, on numerous occasions.

RELATED: 5 Wrestlers Eddie Guerrero Loved (& 5 That He Hated)

Vickie even called Vince her "saving grace" and he helped her a lot financially from lawsuits with Eddie's ex, paid off debts, and even saved her from other legal issues.

1 Worst Boss: The Montreal Screwjob

montreal screwjob wwe

In 1997, Bret Hart and Shawn Michaels faced each other for the WWE Championship at SummerSlam. Vince rang the bell before Hart even tapped out, which was one of the most controversial things McMahon ever did.

Right after this pay-per-view, Hart's contract was going to be expired. But Bret didn't want to lose the title in front of his home crowd. After several disputes, Vince finally agreed with Hart's plans for the match. But at the pay-per-view, he screwed him by ordering the timekeeper to ring the bell.

NEXT: 7 Controversial Stories About Vince McMahon He Doesn't Want Fans To Know