Tragic figures of recent times and primes you wish never ended

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I was talking about this with my brother and thought I would bring it to the OOT. I hope this is more than another Tyson thread and that is not my intention.

Question 1. Who was the biggest fall from grace and which is a more tragic figure. Mike Tyson or Michael Jackson? Both were considered the greatest at one point only to be undone by their own internal demons.

Question 2. There are certain people whether athletes or performers who I wish could maintained their prime indefinently. For example there are such large differences between the Jackson/Tyson prime and post prime that is causes people to try and hold onto something that isn't there. I don't think this happens will all great figures, for example, Jordon who while playing through declining skills maintained his greatness through out his career. Other figures cause this clinging to their prime affect?