Beware that, by default, you will become your Dad's support guy and mentor because he will probably not have any other Mac users to bug and you were the one that advocated he go that way. But maybe talking to each other a couple of hours a day will reinforce that father-son bond.
As for Windows, typically where people get into trouble is by making frequent driver and/or hardware changes, or by installing lots of intrusive software (or worse, virii). Probably your dad isn't at as much risk on that front.
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