I don't think very many people will be interested in raising all skills to 100, simply because doing so will not favor your play style and take way too much time. It would be more fun starting several new characters than trying to max one out. For example, if I'm playing a mage I'll have to wear heavy armor and use a 2 handed weapon for part of my journey, pick pocket people, etc and if your role playing it just doesn't make sense. I can experience so much more by starting another character.
