Mark Cuban-founder of Broadcast.com, celebrity billionaire, former computer reseller--is clearly a talented guy. Now he's producing films. Interestingly enough, he's acted in some too.
He starred as Macho Mark in 1994's Talking About Sex (directed by Aaron Speiser, who worked on the Wayans Brothers show) and a villain in Lost at Sea in 1995, according to the Internet Movie Database. IMDB does not provide information on whether Cuban was fully clothed in these roles.
A couple of tech execs are currently trying their hands at funding films.