The guy paid his debt to society, let him try to do something positive with his life now.
That attitude is part of the reason why the US has the worst rates of recidivism in the developed world (something like 75% I believe, whereas in northern Europe where they believe in second chances for criminals, it is closer to 25%).
Yes, the guy who committed some of the most flagrant financial crimes in history as the CEO of an energy exchange deserves a second chance at running an energy exchange the moment he is released from prison.
I imagine former front line Enron employees who lost big portions of their retirement funds might disagree.
Why let him out of jail at all if you believe he can’t be trusted?
You were hungry?
Your family was hungry?
Your city water supply was toxic enough to impair your mental development?
You fell under some bad influences at an impressionable age?
Now, what are some possible motivations for Jeffrey Skilling's actions at Enron?
Let's list a few, you go first.
It's a free country, and these people are accredited investors who can make their own choices. This individual already paid the penalty demanded by our society for their actions. It sounds like you are suggesting a lifetime ban would have been a more appropriate penalty, but that would be more of a comment on our justice system. Is it really the job of our justice system to be a nanny state for everyone's past wrongdoings?
(maybe yes, but it's a very slippery slope)