#1 Stephanie McMahon

Vince McMahon owns the WWE, and Stephanie McMahon learned a lot from this genius during her initial days. While the WWE's Chief Brand Officer is known for her heel work as 'The Authority' among other roles, many of us may not remember her role as one of WWE's first models.
When WWE decided to sell wrestling merchandise, they needed someone with charm and charisma, and no one had that more than Stephanie. 'The Billion Dollar Princess' is known for her work between the ropes, and in board meetings, but very few know that she used to pose for the camera to sell British Bulldog's merchandise, as well as Hulk Hogan T-shirts, hats, among many other products.
Now we all know where that business acumen comes from in the Commissioner of Raw, and it shouldn't surprise us to know that she envisioned WWE Network among other products for the company.