23. Robert Irsay
We’ve tried to keep this list of people who are alive. However, Irsay made this impossible. He packed up the Baltimore Colts overnight and drove the franchise to Indianapolis. A fleet of moving vans took them to Indiana in the dead of night before fans knew their team was gone. It remains one of the most devious moves in the history of the NFL.
This came after relationships with coaches and players imploded at various points. Irsay is definitely not a popular name in Maryland now because he ripped the heart of the community. Many of their former fans say that Indianapolis feels like a totally different franchise. The audacity of his decision is almost glorious but is definitely one of the shadiest moves ever.