18. Terrence Pegula: $4.3 billion (Buffalo Bills, Buffalo Sabres)
Terrance Pegula bought the Buffalo Sabres in 2011 and then three years later he bought the Buffalo Bills. With Pegula’s purchase of those teams, it ensured that they would not be relocated. Pegula made his money in the natural gas industry as he founded a company with family and friends. Pegula eventually was able to sell various portions of his business for over $6 billion.