2. Paul Allen’s Estate: $20.3 billion (Seattle Seahawks, Portland Trail Blazers)
Paul Allen was the co-founder of Microsoft, as he founded the company with partner Bill Gates. Allen owned both the Seattle Seahawks and the Portland Trail Blazers, as well as being a part owner of the Seattle Sounders football club. Allen just past away in October after a long battle of cancer that dated back to 1982. His sister Jody took control of his estate following his death.