Arsgeek have a look at Marcel Gagne's book about shifting from Windows to Ubuntu.
Read it here
Marcel Gagne put a lot of thought into Moving to Ubuntu Linux. Hes careful to look at the move from the perspective of someone completely new to Ubuntu and in the process was able to illustrate in concise and friendly language exactly what to expect. He anticipates a new users needs very well (as I can attest to, working with new users on a regular basis) and will have someone new to Ubuntu up and running with all of the functionality theyll need in a short time.