John Chrysostom
Therefore, from the great abundance of his zeal, he overstepped the limits and in everything stretched beyond heaven itself. Having spoken of enslavement, he next speaks of its various kinds. What kinds?
"To the Jews," he says, "I became as a Jew, that I might gain the Jews" (verse 20). How did this happen? He circumcised in order to abolish circumcision. Therefore he did not say, "a Jew," but "as a Jew," since this was done with a deliberate purpose.
What are you saying? Could the preacher of the whole world, who ascended to the very heavens and shone with such grace, suddenly descend so far? Yes, because this also is ascent. Do not look only at the fact that he descends, but also at the fact that by descending he raises up the one lying below and brings him up with himself.
Read more (188 words)
"To those under the law I became as one under the law," though I myself was not under the law, "that I might gain those under the law." These words either explain what was said before, or signify something else. By Jews he means those who were such from ancient times and from the beginning. By those under the law he means proselytes, or those who had accepted the faith but still held to the Law, since they were no longer Jews, yet were under the Law.
When was the Apostle under the Law? When he cut his hair and when he offered sacrifice. He did this not because he had changed his way of thinking, for that would have been evil, but out of love and condescension.
To convert those who were truly Jews, he himself became as a Jew, not truly, but only in appearance. He was not such in reality, but acted so without a genuine disposition toward it. Could he have done this sincerely, when he was trying to convert others, and when he did everything in order to free others from such humiliation?