Thanks for playing and for the insightful review! The game is meant to be light-hearted; although I do try to weave in issues such as lobbying, monopolies, changing the law rather than changing the individual, being arrested for petty things that might not ordinarily be viewed as crimes, etc, I didn't want the game to be a heavy-handed experience in these topics.
From a social point of view, rehabilitation is one of the many goals of imprisonment (probably the most idealistic one, with the other goals being punishment, deterrence, and incapacitation), and so this game takes the optimistic route. I guess it's also a traditional role-playing game in the sense that your quests are to help the NPCs in some manner. :)
Sorry to hear that you had a glitch with the fonts - not sure what caused that. Just curious, was the game being played in fullscreen mode (from pressing F4)? Hopefully it's not a common problem!