Healthy Head?

Depends on what type of gasket it is. And how old/brittle it has become, how long it's been since you last had it off, etc.
I have (for me anyway) what will probably be a lifetime supply of fel pro ones I got in a package deal from eBay a year or so ago.
I needed some TQ carb base gaskets and the same seller had like 6 ea of those and /6 v c gaskets.
When I built my most recent/6 those "real gaskets" were somehow popular so I thought I would try those. I haven't run it much, so the oils been "holed up" in the oil pan so there's been none in the head to leak in a while, but 1) I've heard some not so good things about them since and 2) they now sell 2 versions, one's a different type of rubber I believe than the other one so maybe they realized an issue? I don't know. I don't have an engine coated with oil on the outside, so I can't yet tell.