(Let's step back and revisit the context of Isaiah 53 (which begins in Isaiah 52). The non-Jewish nations / kings are amazed, shocked -- dumbfounded that one they thought was subhuman is in fact G-d's servant. In Y'shayahu / Isaiah 53:3 the nations state again that this servant is "was despised and isolated from men, a man of pains and accustomed to illness. As one from whom we would hide our faces; he was despised and we had no regard for him."
Notice the past tense (the servant WAS despised)"
This is in past tense because the speakers (the gentile nations) now realize the servant is very high and lofty -- something they witnessed for themselves, not something they were told.
Which definitely does not fit Jesus.
Jesus was not known outside of Israel (Judah / Galilee) in his lifetime. No kings or nations saw him or witnessed anything about him for themselves. The only thing they ever knew about Jesus they were told by missionaries like Paul -- and this is the opposite of Isaiah who says clearly that the nations were not told, but rather saw for themselves the transformation of the servant from despised to exalted.
Read it for yourself: "so will the many nations exclaim about him, and kings will shut their mouths (in amazement) for they will see that which had never been told to them, and will perceive things they had never heard." Y'shayahu / Isaiah 52:15..
Read Y'shayahu / Isaiah 53:3 again: "was despised and isolated from men, a man of pains and accustomed to illness. As one from whom we would hide our faces; he was despised and we had no regard for him."
Isaiah is saying that the nations are describing the servant of G-d as formerly rejected and despised by pretty much the whole world.
With 2 billion Christians worldwide this is the opposite of Jesus after his death, and before his death no one ever heard of him.
Was Jesus despised in his lifetime as the nations proclaim the servant was despised? In Y'shayahu / Isaiah 53:3 the nations state again that this servant is "was despised and isolated from men, a man of pains and accustomed to illness. As one from whom we would hide our faces; he was despised and we had no regard for him."
These examples are courtesy of UriYosef:
In his youth, he was loved by all (Luke 2:40,47,52)
He was a popular preacher (Mark 3:79)
He was "praised by all" (Luke 4:1415)
He was followed by multitudes who later acclaim him as a prophet upon his triumphant entry into Jerusalem (Matthew 4:25, 21:9 11)
When it was time to take him away to be crucified, Jesus had to be spirited away since the rulers feared "a riot of the people" (Mark 14:12)
Isaiah tells you who is despised. Y'shayahu / Isaiah 49:3 - 7. "And He said to me (Isaiah), "You are My servant, Israel, about whom I will boast. . . This is what HaShem says- the Redeemer and Holy One of Israel- to him who was despised and abhorred by the nations, to the servant of rulers: "Kings will see you and rise up, princes will see and bow down, because of HaShem , who is faithful, the Holy One of Israel, who has chosen you."
So does Jeremiah. Y'rmiyahu / Jeremiah 49:15 "For, behold, I have made you small among the nations, despised among man."
See also Y'shayahu / Isaiah 60:15 and Y'chezekel / Ezekiel 16.
Here is the Artscroll Stone Edition translation along with their footnotes at the bottom of each response to aid in your understanding of the passage.
Isaiah 52:13 Behold, My servant will succeed; he will be exalted and become high and exceedingly lofty.
14 Just as multitudes were astonished over you (saying) "His appearance is too marred to be a man's, and his visage to be human,
15 so will the many nations exclaim about him, and kings will shut their mouths (in amazement) for they will see that which had never been told to them, and will perceive things they had never heard.
53:1 Who would believe what we have heard! For whom has the arm of HaShem been revealed?
2 Formerly he grew like a sapling or like the root from arid ground; he had neither form nor grandeur; we saw him, but without such visage that we could desire him.
3 He was despised and isolated from men, a man of pains and accustomed to illness. As one from whom we would hide our faces; he was despise and we had no regard for him.
4 But in truth it was our ills that he bore, and our pains that he carried -- but we had regarded him diseased, stricken by G-d and afflicted!
5 He was pained because of our rebellious sins and oppressed through our iniquities; the chastisement upon him was for our benefit, and through his wounds we were healed.
6 We have all strayed like sheep each of us turning his own way and HaShem inflicted upon him the iniquity of us all.
7 He was persecuted and afflicted but did not open his mouth; like a sheep being led to the slaughter or a ewe that is silent before her shearers, he did not open his mouth.
8 Now that he has been released from captivity and judgment who could have imagined such a generation? For he had been removed from the land of the living, an affliction upon them that was my people's sin.
9 He submitted himself to his grave like wicked men; and the wealthy (submitted) to his executions for committing no crime and with no deceit in his mouth.
10 HaShem desired to oppress him and He afflicted him; if his soul would acknowledge guilt he would see offspring and live long days and the desire or HaShem would succeed in his hand.
11. He would see (the purpose) and be satisfied with his soul's distress. With his knowledge My servant will vindicate the Righteous One to multitudes; it is their iniquities that he will carry.
12. Therefore, I will assign him a portion from the multitudes and he will divide the mighty as spoils -- in return for having poured out his soul for death and being counted among the wicked, for he bore the sin of the multitudes, and prayed for the wicked.
Isaiah 52:13 i.e. G-d's servant the people of Israel (Rashi)
52:15 Just as Israel had once been astonishingly degraded, so it will astonish the nations by its exaltedness when the time of redemption arrives.
53:1-3 this is the prophecy foretelling what the nations and their kings will exclaim when they witness Israel's rejuvenation. The nations will contrast their former scornful attitude toward the Jews (vv. 1-3) with their new realization of Israel's grandeur (vv 4-7).
53:5 we brought suffering upon Israel for our own selfish purposes; it was not, as we had claimed, that G-d was punishing Israel for its own evil behavior.
53:6 We sinned by inflicting punishment upon Israel. Such oppression is often described as "Hashem's punishment" (see 10:5, Habakkuk 1:12), for He decreed that it should happen (Abarbanel).
53:8 When Israel's exile is finally ended the nations will marvel that such a generation could have survived the expulsion from "the land of the living, i.e. Israel, that the nations had sinfully inflicted upon it.
53:9 Ordinary Jews chose to die like common criminals, rather than renounce their faith; and wealthy Jews were killed for no reason other than to enable their wicked conquerors to confiscate their riches (Radak).
53:10 That is, Israel. G-d replies to the nations that Israel's suffering was a punishment for its own sins; and when the people realize this and repent, they will be redeemed and rewarded.
53:11 Israel will teach the nations of G-d's righteousness.