9. Tyler Perry
Now I’m not sure why, but this one caught me by surprise. I knew Tyler Perry had made a whole bunch of those Madea movies, but who knew they were this successful! Now granted, Perry does have quite a few TV shows as well so Madea films aren’t his only source of income.
According to reports, Perry took the highly sought after Gulfstream III which costs an estimated $65 million then dropped another $55 million modifying it. The level of customization here is something normally seen on a high-level show car. The home theater system is said to be one of the best in the skies according to people close to Perry.