Hi Johnny,
I can relate to you in that I am also a very skeptical person and will always have a counter argument or theory for anything, may be even to the point of being cynical. I grew up in Sri Lanka and was exposed to the traditional Theravada Buddhist tradition plus Christianity and Islam through relatives and friends. I had this feeling that there was something substantial in all these religions but I always saw faults in all of them. I was reading widely and had a thirst for knowledge and in this process varied causes lead me to the puredhamma site. Thanks mainly to Lal and other Theros in Sri Lanka I started to realise that the Sa-dhamma (pure dhamma) actually was the correct path. However I still had all sorts philosophical questions, and indirectly was questioning the teachings. So I think this also would fall into Udacca-kukkucca.
However the more I contemplated and understood the anicca, dukka, anatta nature of the world the more I understood different areas of the dhamma. The more it all fell into place. Some questions I had, I simply put away as they do not help this path. So what I have come to realise is that as I progress on this path, the teachings of the Buddha seem to be more and more correct. So in this same logic I believe that the points he has mentioned that I cannot grasp at the moment have to be correct as well. I guess this is the sadhdha aspect.
Sorry if this is a bit long, just thought I should share my experiences as well.