The "schooling" was: learn from others mistakes and just because you have a lot of money sitting on the sidelines, with the potential to make a lot more as an actor or pro-sports figure, doesn't mean you bypass "schooling" yourself in an investment you know little about!
Everybody should know that to begin with. But many professional teams and universities now have classes, seminars, and mentors to drive all of that home. In some universities, it is a required course for athletes.
Here in Texas we had a well known Dallas Cowboy from the seventies, Thomas "Hollywood" Henderson, who lost his ass with bad investments and cocaine. Several years later he won big time, six figures worth or more, in the Texas lottey... twice