While John was in prison he heard about all the deeds Jesus was doing, so he sent his disciples to ask him, “Are you the one who is to come, or shall we look for another?” (Matt. 11:3).
John was asking Jesus to say for certain if he was or was not the Messiah; giving Jesus an opportunity to either deny or declare himself to be God’s promised One from old.
And Jesus answered, “Go and tell John what you hear and see: the blind receive their sight and the lame walk, lepers are cleansed and the deaf hear, and the dead are raised up, and the poor have good news preached to them. And blessed is the one who is not offended by” (Matt. 11:4-5). In this prophetically packed statement, Jesus references several prophecies from Isaiah (Isaiah 26:18-19, 29:18, 35:5-6, 53:4, 61:1), all declaring what the Messiah would do when he comes; all of which Jesus was now doing.
In other words, Jesus answered, “Yes”. Not with a nod of his head, but with proof by his hands and feet. Jesus was the anointed one who had brought the “Day of Lord” to the people of God, but perhaps a different Day than they had expected. So Jesus added, “And blessed is the one who is not offended by me.”
All Israel longed for the Messiah to come and bring the Day of the Lord. A day when God would defeat His enemies (those pig eating Romans) and restore the land, prosperity, and Kingdom to Israel. And here is Jesus doing none of that. Instead, Jesus is healing the blind, mute, lame, and talking to the poor about good news. Instead of battling their Roman enemy, Jesus is battling another enemy, a bigger enemy; not pagan rebels but the root of rebellion itself: sin.
And if they were offended by him now, just wait a few chapters when their Messiah King is stapled to a tree by those Romans, whom he was suppose to defeat, but instead died for.
Most of the people then, and most today, saw the cross of Christ as an offense, and those who cursed it, in reality were cursed. But there were a few, a blessed few, who saw the cross and had no offense towards the Messiah who hung there. For they understood the Messiah to be the Savior, and the cross to be the curse that brought them their greatest blessing.