#4 MVP became the most coveted free agent in WWE history in 2006
Montel Vontavious Porter was introduced to the WWE Universe on SmackDown in 2006. MVP signed "the largest contract in SmackDown history." He appeared on the front-row wearing gold chains, and looked like he was worth a million bucks. Even when people were talking to him, he was distracted by his bling.
He also had an agent and a bodyguard alongside him, initially, which reaffirmed his status as a wealthy character. Although the focus on this particular part of MVP's character eased off over time, the WWE Universe will never forget the former United States Champion's early appearances for the company.
#3 I.R.S WWE's resident tax man paraded his power in the 90's
The I.R.S. was a man WWE superstars did not want to get in trouble with. He collected taxes and caught people out at every opportunity. This not only made him a certified heel, but also a very wealthy man for making sure everyone paid their fair share.
So much so, he eventually formed an alliance with Ted Dibiase, who was the "Million Dollar Man" and established Money Inc. and the Million Dollar Corporation. I.R.S and Dibiase became WWE tag team champions 3-times and became one of the most recognized tag teams of the 90's.