We were about to go into a diatribe about the idiocy of a twelve year old suddenly becoming an owner (and manager) of a Major League Baseball team, but come to think of it, Frank McCourt owning the Los Angeles Dodgers and the scenario behind that transpiring is far more ludicrous.
The Bullet Points:
Little Big League (1994)
Owner and Manager of the Minnesota Twins
Why you should vote for him:
Well, the Twins did get better after he took over.
Why you should not vote for him:
The same team was legitimately earmarked for contraction years later, so how good an owner could Heywood have been?