What seems to be overlooked is that one thing Y'shua warned us about in Mat 16:11/Mar 8:15 and again in Luk 12:1:
"BEWARE OF THE TEACHING OF THE PHARISEES"
To truly understand Paul, one must come to a full understanding of who the Pharisees were and what they taught.
Before Y'shua even gave them a chance to reject Him, they were blasted by the John the Baptist, who said of them:
"Brood of adders! Who has warned you to flee from the coming wrath? Bear, therefore, fruits worthy of repentance, and do not think to say to yourselves, ‘We have Abraham as father.’ For I say to you that Elohim is able to raise up children to Aḇraham from these stones. And the axe is already laid to the root of the trees. Every tree, then, which does not bear good fruit is cut down and thrown into the fire."
Immediately into His ministry, Y'shua saw their uncircumcized and disobedient hearts (Mar 3:5). Thus he said regarding them:
"...unless your righteousness exceeds that of the scribes and Pharisees, you shall by no means enter into the reign of the heavens."
According to Y'shua, the Pharisees put on an outward show, to recieve praise from men, but inwardly, they were disobedient to YHWH's law
"...do not sound a trumpet before you as the hypocrites do, in the congregations and in the streets, to be praised by men."
"...and they do all their works to be seen by men, and they make their t’fillen wide and lengthen the tzitziyot of their garments..."
"Woe to you, scribes and Pharisees, hypocrites! Because you clean the outside of the cup and dish, but inside they are filled with plunder and unrighteousness."
"So you too outwardly indeed appear righteous to men, but inside you are filled with hypocrisy and lawlessness."
According to Y'shua, the Pharisees dissobeyed YHWH by their man made traditions and prohibited others from entering the Kingdom by placing on the people with a heavy yoke of this man made tradition
"nullifying the Word of Elohim through your tradition which you have handed down. And many such traditions you do."
"Because you shut up the reign of the heavens before men, for you do not go in, nor do you allow those who are entering to go in."
"For they bind heavy burdens, hard to bear, and lay them on men’s shoulders, but with their finger they do not wish to move them."
According to Y'shua, the main flaw of the Pharisees was that they missed the point of Torah--Judgement, Mercy & FAITH! Or, in other words, judgement and LOVE!
"Did not Mosheh give you the Torah? Yet not one of you does the Torah!"
"Woe to you, scribes and Pharisees, hypocrites! Because you...have neglected the weightier matters of the Torah: the right-ruling and the compassion and the belief.
"...because you...pass by the right-ruling and the love of Elohim."
So to recap from what we learned about the Pharisees, they were a people that:
1) Boasted in the fact that they are Abraham's fleshly seed (Mat 3:7)
2) loved to apear righteous by their works (Mat 6:2, 23:5, 25, 38)
3) placed a yoke on the neck of the people, while they themself didn't keep it (Mar 7:13, Mat 15:4, 23:13, 23:4)
4) did not apply the faith taught in the Torah (Mat 23:23)
Now lets compare Paul's dealings and teachings:
1) Abraham's spiritual seed (Rom 4:1-24, Gal 3:6-29, 4:22-31; comp w/ 6:12)
2) works makes no man righteous (Rom 3:27, 11:6, Gal 2:16, 3:2-10, Eph 2:9-10)
3) yoke being placed on neck of people, that none even kept (Act 15:10, Gal 6:13)
4) faith is what it's all about (Rom 2:12-3:31, 4:12, Gal 2:20, 5:6)
Brothers, sister, may I submit to you that Paul spent much of his time in combating the very teaching Y'shua warned us about--the teaching of the Pharisees!