Think of every famous director you know. That list includes Quentin Tarantino, Steven Spielberg, and a couple of guys we've already seen on this list, right? Tyler Perry has had five of his films open at #1 at the box office in five consecutive years. Nobody else ever has. That's why he's rolling in a fortune that most of us couldn't even imagine.
A completely self-made man, Perry has written, produced and directed almost all of his films, usually on a budget that's tiny by Hollywood standards, and they've reached the heights they have just because of the sheer quality. The 'Madea' series in particular has reached stellar heights, and also turned Perry into a star because of his performances in the movies. His work seems to particularly resonate with and inspire the black community, and Perry can count Oprah Winfrey as both a friend and a business partner.