A person in 2011 who has never used a computer has far more serious issues (or "differences") to the way they approach life than you can solve by redesigning menus and layout.

This would be like approaching someone in their teens who still cannot read and trying to design a book you are writing to be more accessible to them instead of your general readership.

It's simply a matter of hand-on, over time. I've converted a few AOL users over the years to Firefox, etc. and there is absolutely nothing you can do to improve their experience beyond a very basic level. They just have to use it for a year and go through their own trial-and-error of learning.