It was for their sake, properly speaking, that the circumcision under the Law was performed upon Timothy. In the days of grace it has no significance; see 1 Cor 7:19.
“Worthy of wonder is the wisdom of Paul,” exclaims Saint John Chrysostom. “He had so strongly opposed circumcision. He had used every measure and did not rest until he reached his goal.
“Yet when this teaching had been confirmed, he circumcised his disciple. He not only did not forbid others, but did it himself.
“No one is wiser than Paul: in everything he looked to what was profitable. ‘Because of the Jews.’ This was the reason for the circumcision, for they would not have listened to the word from one uncircumcised.
“He circumcised in order to bring circumcision to an end.”
Blessed Theophylact adds to this: “If the Jews accused Paul so vehemently concerning Trophimus the Ephesian, because they thought that Paul had brought him into the temple, and he was from the Greeks, what would Paul himself have had to endure if an uncircumcised man were with him as a teacher?
“He did everything for the salvation of the Jews.”
Thus, if he circumcised Timothy so as not to place an obstacle before the conversion of the local Jews to Christ, this action can hardly be seen as yielding to the opinion of the Judaizers.
Nor can it be seen as a violation of Christian freedom, for which the holy Apostle Paul constantly contended. “In this action,” says Bishop Michael, “the great apostle’s high practical wisdom was expressed.”