I'm actually dealing with something similar to this myself right now. I had a pretty nasty run in with the law as a 16-year old (now pushing 21) but when I went to get my medical certificate they actually did request psychiatric evaluation.

They said it was regarding the part of the mental health requirements in that it's a disqualifying thing if you have "a personality disorder that is severe enough to have repeatedly manifested itself by overt acts," and right now we're arguing over it. We agree that it was a personality disorder, and that my juvenile record was caused by it -- but it was a singular incident.

So I guess it's not a ten year thing coming back to bite me in the ass, but I most definitely am having a five year old incident coming back on me, and I have psychiatrists who are willing to vouch and the government is still being stingy.