I know you probably will undoubtedly not agree with me, although I really have no desire to debate it, I do not agree with those two lines above.
First of all, we really do not know how well studied Jesus may or may not have been. We have to remember that the gospels were written several decades after he was crucified, therefore how much were his own words versus how much were words put into his mouth is virtually impossible to determine. Did he actually know Hebrew or did he just have a good memory about what was read out of the Tanakh while at synagogue? We have no books by him, so we really can't tell.
On that same paragraph, because of how things are sorta put together in a rather contradictory manner, I believe that Jesus may well have taken a very liberal position vis-a-vis the Law that went further left than Hillel but was not unheard of in eretz Israel, especially in the northern coastal areas. This shows up when asked which is "the greatest Commandment". Because of this, he could claim to still follow the Law but then leave others to say that he actually was subverting the Law. Even though I have no desire to debate this, I can clarify it if you'd like.
Paul was quite an intellect, and I have at times referred to him as "the Way's theologian". According to Acts, he met with Peter and the others on at least three occasions, and if he was so supposedly out of the loop, especially with his hostile background, why would they give him the time of day if he wasn't saying things that they largely were willing to go along with [rhetorical question, btw]?
What I think may have happened with Paul was the recognition and the solution to a very serious problem, namely how can one combine two groups (gentile & Jew) operating under two very different sets of rules (Noachide v Mosaiic), and still remain as "one body"? I think he realized that it really couldn't work out, and that he gradually convinced the Twelve that they had to go in the direction of viewing Jesus as being superior to the Law. When reading Acts and the epistles attributed to Paul, keep that in mind and I think you'll see what I mean even if you decide you can't agree with me.
Take care and thanks for your response.