16. Donald Trump – New Jersey Generals
The POTUS didn’t just bring down a franchise, he made an entire league collapse. That’s one of the top achievements on this list. The USFL lasted for three seasons from 1983 to 1985 and played during the spring and summer. This was unlike the NFL, which obviously plays in fall and winter.
This made reasonably smart business sense, right? Football is America’s most popular sport and there’s a lot of college players who go undrafted. But then Trump pushed for the USFL to compete directly with the NFL. This ended with an antitrust suit that the USFL won. However, the court only awarded them $3. Trump hasn’t owned a football team since.