So I was thinking to gift him Skyrim and send him a load of mods to add to it ...
Of course I will include all my mods but what do you. Think should be in the list for him to just be convinced that pc mods is way better ?
In particular
Gameplay enhancers
Visual enhancers
Immersion enhancers
Quest addons
New areas to explore add ons
New armors / weapons add ons
Home add o
Companion addons ...
Other category I havent tought of ...
I would like only mods that are compatible with each others and that wont cause him headackes to install as he is not expert .
Also no total overhaul mods because he has to experience the skyrim game still, despite he played already it on Xbox one.

It's hard to say, everyone have different tastes, what we suggest you here might not be that sweet to him. Personally, I don't have a game without Insanity's weapons installed, most of them. And most of them aren't replacers, but are added to leveled lists.