Well, you can't really hold it against people for being fearful and careful. When I decided to "go for it," so to speak, I felt that I really didn't have much to lose. I started Goblinoid Games as a small press publisher to exclusively support OSRIC (at least in the foreseeable future).
But, you can't hold it against other publishers who have established businesses and really do have a lot to lose. Many publishers have spent years building something and they don't want to see everything they have worked so hard for crumble from a legal hassle. When livelihoods are on the line, it is natural to be afraid.
I think that it would be most productive at this point to not worry so much about who is/was skeptical. It is smart to be skeptical. Rather, I think that as time goes on and OSRIC continues to be around, we should welcome all publishers who want to create OSRIC material, whether they were skeptical about it before or not.