What would stop anyone from creating a new character all the time for the 100 gold + 2 Enchanted items?
Just noticed that...
Does anyone know if it's possible.. or there's a timer?

I mean, if you want to be boring and torture yourself to get some scraps of gold be my guest(it costs like 500 to repair level 24 equipment)...

One hundred gold and two level three items isn't exactly worth the traipse through the prison.

You don't have to go through it all the time you can just skip after the first.

If you want to do that, I don't really see how it negatively impacts on me. While you are starting and skipping the starting zone over and over I can be off doing other things. It's not an exploit, you're not getting anything really valuable.