Going all in on a philosopher at least once, especially when you're young, is the best way to really appreciate philosophy. It's the difference between understanding what the philosopher thought and understanding what it's like to truly think those thoughts and be immersed in the value system.
In general, you can bolster your defenses against unwitting influence if you have a good teacher guiding you and reminding you to be critical. This is more or less the point of dialectic.
And some were politically inspiring: with the Challenger disaster, he was an outside mind investigating a systemic problem where people's incentives were en masse preventing them from seeing an ossified power structure. At least that's how he described it, and I'm convinced the lesson was valuable even if it was more complex than that.
> Picking locks and doing physics problems at the strip club won't help you become the next Feynmann.
Those also sound a lot like stereotypes of the smart wannabe-cool (or wannabe-smart cool?) people in films and TV. Just look at the awful stereotypes of smug-smarter-than-all young guy in Goodwill Hunting for example. Or any movie where people write equations on glass with a marker.
That said, I'm not around physics grads much so I'm not expert. Although the one physics grad I know well fits into your categorization well. Nothing worse than a "quirky intellectual" without the intellectual part down.
I think there are some good lessons for a young person in his playful curiosity about the world & the anti-authority message was mostly about not taking things for granted & not to be afraid to push further for a more complete answer and question things just because they have always been done a certain way.