I don't know about Simmonds and how he is being treated in prison. I find it hard to believe that officers will let him be raped or even abused. John is a smooth talker and I wouldn't be surprised if he is 'bribing officers' with empty promises and some small side payments. I am assuming most officers, once they google JOHN SIMMONDS will see that he was a successful businessman with golf courses, horses, etc. It takes a bit of reading and homework to realize that Simmonds was a true con man.
Another Canadian con man that got his rewards is Raphael Huppe.
Google Raphael Hupper Stock Scam
Every dog has his day.
As for simmonds feeling bad for the people he stole from - The only thing that Simmonds is thinking about is his appeal and if there is any chance of getting out of prison at any point of his life. He can only hang onto HOPE, which means the people he screwed are meaningless to him.