#1. WWE Chief Brand Officer Stephanie McMahon
Stephanie McMahon was a teenager when she kicked off her WWE career as a model more than two decades ago. The Billion Dollar Princess then worked in different jobs inside her father's company, including becoming a receptionist, writer, and on-screen talent.
In an interview with Chasing Glory a few years ago, McMahon confessed that she had made several mistakes throughout her career. She also revealed that she almost got fired from her father's company a few times because of these mistakes.
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"You have to be better than everybody else, and he puts you to that test every single day. I’ve almost been fired numerous times. It hasn’t always been pretty. I had to learn a lot along the way, and I made a lot of mistakes along the way. And I think that the only way you truly grow and get better is by making mistakes. But as Vince says, you can make mistakes, just don’t make the same mistake twice," he said.
McMahon is now a former Women's Champion. She last competed in WWE in 2018 when she teamed up with her husband Triple H to face Kurt Angle and Ronda Rousey at WrestleMania 34. The Billion Dollar Princess and The Game lost the bout.
Despite no longer being a regular in-ring competitor, McMahon is still one of the company's leaders. She currently holds the position of Chief Brand Officer.