The level cap in The Elder Scrolls V: Skyrim is 50 but you can keep going after that to about level 70 if I understand it correctly. This means you can get about 70 of the 250 perks in the game.
Jail time can lower your kills so that you can train them up again would that allow you in theory to get all 250 perks by getting to level 250?
Let me know what you think?