You answered your own question in line 3.
If he buys an Apple with One to One, he'll get unlimited training and workshops in the Apple system. It's an educational back up that works, as you probably know.
The new Apple is easy to transition to from PC and indeed, if you wished to sully the brand, you can run many PC applications on Apple.
The warranty and Genius Bar back up is simply the best in the world and can be used, as can 1/2/1, anywhere. I've used mine over the years from Johannesburg (useless reseller) to San Francisco and other strange places where English is still a lingua franca.
Furthermore, when the time comes to sell your old Apple on, just take it into your stockist and they'll wipe it for you, ready to sell, uncontaminated with verminous files, on e Bay.
If he lives anywhere near an Apple dealer in the UK tell him to get in there. The writing is on the wall. He will be so impressed with how easy it is for him to administer computer pleasure to himself that he will forget the fact that he might be teaching himself and instead consider the exercise as one of self stimulation.