That's the cool thing about owning a classic, people can do whatever they want to them and we all have different opinions etc. I am also not saying my ideas are the better way or the only way etc. I just base my thoughts on what I have seen in the past as mentioned above when it comes to resale.
Given your example above with regards to adding a/c to a non a/c car, I would do the same if I wanted air, but I would do it with OEM/stock/original parts vs. the vintage air option. There again, different ways to approach the same result...