Celebrity fliers
I'm surprised nobody's mentioned Richard Bach. Twenty years at least since I read his barnstorming book and many others. And I do recall he had a bit of trouble with a P-51 landing.
As for Brad Pitt, why shouldn't he turn out to be competent? His insurers will surely be all over him to secure the best training. His track record in films, as someone has already mentioned, shows he can focus. More power to him if he can help to preserve a flying relic.