Well, with Jack many of his problems were problems he himself created from his own stupidity and personality. He doesn't even have the ignorance defense with coming into sudden money since he was already a millionaire at the time. IMO he was just a good ol'boy who let his lottery win accelerate problems he already had. He was from W.Virginia but that wasn't the lottery he won, he won what was at the time, the biggest jackpot in lottery history with a $315M Powerball win.
Top it off, after supposedly losing all the money due to some story of thieves breaking into several of his accounts at once and taking it and he and his wife wishing they would have torn the ticket up, he kept playing and won again ($10,000 prize this time) almost exactly a year ago, being only one number off from another jackpot. Jack last December he pleaded guilty for driving on a suspended license, though I guess that was a charge from 2006 from what I just read and they just got around to going to court or whatever.
http://www.wvgazette.com/News/200812160688
Anyway, as I've said many times, if I could, my main reason for creating the trust is so my name and image wouldn't be plastered all over the news and on the internet for all to see. Once it's online it's pretty much there forever... Or well until the pages on the sites hosting it are deleted and even still they can be accessed. Now of course I wouldn't be totally safe since someone can go and look up info on the Trust to see who they are but I would think that for the most part the average person isn't going to go through the effort and the media doesn't seem to bother either since we've seen numerous Trusts claim jackpots and be quickly forgotten. Then the other thing is, from having learned from past winners who have screwed up and learn from it and maybe learn something from those who few that we know of that are doing perfectly fine.