So this is a man in his late 70s or 80s then? An old dude who has gotten to a point in his life where he doesn't want change.
FTFY
That's the thing about Windows versions. Since roughly 98se & XP, no windows version has brought a significant
improvement in user experience (for the vast majority of users). Change yes, improvement - not really. Sure, they might be faster (due mostly to hardware improvements), but your average user back then and now uses Word, maybe Excel occasionally, an email client, browses the web, plays the occasional game. About the only relatively new thing is watching streaming videos/movies.
For most users, every new version of Windows, and MS Office, has just been change for the sake of change. Background stuff, like improved security, isn't even on people's radar. Sure, W10 has Cortana - but no one uses it. It and 8 has an app store, but very few use it on purpose.
Think about it. I can't think of a single customer ever that said
"I wish Windows could do x, y or z". They never asked for an app store. They never asked for the start button to go away (or change). They never asked for a browser that looks/works differently than IE (Edge!). They never asked for magic ribbon in MS Office. The
only thing they ever want is faster and more reliable.
People like us think of things like improved security for all that comes from a type of "herd immunity" when we all have more secure systems. But that isn't a concern of the average Joe & Jolene.
From the user's perspective, why would/should an old guy want to change if he already has something that does everything he wants it to do, in the way he wants it done?
EDIT:
In my first paragraph I mentioned faster computers being an improvement. I just thought about a lady's Win 95 computer I worked on a week or two ago. It was FAST. Booted fast, ran fast, responded fast. So we haven't really improved in that area as much as my faulty memory would have me believe.