From what I can tell after you reach 100% you can only go up 1% at a time since it is impossible to roll over your skill after 99%.

It would take 100 assigned skill increase rolls to get to 200%. That is a loooong time.

This also means that my proposed method of handling high skills (which no one has commented on, so I will continue to bring it up ) should work fine.

Once again. If you have over 100% and you succeed in your roll, you can roll again against your skill -100 and if you succeed again you can add that result to your total roll. Continue until you fail or can not subtract a full 100%. So if you had 450% you would be able to roll up to 5 times assuming you never failed (96-100 for the first 4 and 51-100 for that last) and add them all together. Keep in mind that you can only really fail on the first roll, after that a failed roll just means that you can not add any more to your total.

This means that even a 450% can roll 5 ones, succeed, (or roll a 5 and then a 99 and not be able to add any more) and still be beaten by a guy with 15%. But what are the odds!