ITT: post resources and advice for refuting the Jewish religion and demonstrating that the Christian religion is the religion of the Tanakh.
Real Messiah youtube channel (Rev. Dr. Michael Brown answers Jewish objections to Jesus): https://youtube.com/c/RealMessiah/videos
Particularly good vid from the above, "Psalm 22 does not speak of death by crucifixion" https://youtu.be/5QdbLUKhVcE
One For Israel youtube channel (Israeli Christians make arguments and counter-arguments against Judaism, also many testimonies from Jewish converts to Christianity) https://youtube.com/c/ONEFORISRAEL
Some personal tips for evangelizing Jews from my own experience: firstly recognize that the Jews come in a few categories. Jewish atheists are not relevant to this thread, they should be dealt with as any other atheist. Some Jews will view Jesus as a wise rabbi, most who oppose you will view Him as a sorcerer (this should not surprise you as we see much the same division between the unbelieving Jews in the gospels). Some Jews will be more or less informed about their religion and ours, but the ones to watch out for are those (typically orthodox but probably at least conservative) who are highly educated on this topic and make it their mission to oppose you, the counter-missionaries. You ought to be well read yourself in theology and the Old Testament before you argue with them. Isaiah 53 is generally not the best place to start, not because it is a weak point for us or that it does not actually point to Jesus but because the counter-missionaries can reply to it in their sleep, you won't get anywhere by getting the opposition to rehearse. Your best bet is to 1. demonstrate the inconsistencies of the Jewish religion with the Old Testament scriptures and 2. hit on lesser known Messianic prophecies which are clearly fulfilled in Jesus. For example of point 1 the fact the Jews have no priests and offer no sacrifice, yet this is the foundation of biblical religion. They will respond to this in two ways, they will attack this biblical truth by attempting to set certain scriptures which denigrate sacrifices and which especially exalt repentance against the scriptures which require sacrifice. Answer by pointing out how men always offered sacrifice to God even before Abraham, as Cain and Abel did. Explain the failure of their interpretation of the other scriptures, for example how the blood of goats and calves was indeed worth little, the only fit offering was that of the Son of God Himself. The other attack they make is to boldly dismiss the necessity of sacrifice out of hand by boldly asserting that sin offerings were only for unintentional sins, this particular response can be cut down with the mere citation of Leviticus 16, but if they persist you should exegete that scripture to keep them from twisting it.
An example of point 2 is how scripture repeatedly prophesied that He would convert the gentiles e.g. Micah 4. This is a particularly good argument for us gentiles, because we can cite the example of our ancestors who once worshipped false gods whom we have long since forgotten. There have been many false messiahs and the Jews will agree with this, they never did anything like fulfill this prophecy, so how can Jesus be a false Messiah when through Him I now worship the Lord and not Wodanaz, whom my ancestors have forgotten for a thousand and a half years?
The Jews will assume, assert and act like their religion is that of the Old Testament, and Christianity is something else. You must not let them do this. They splintered off from the truth and apostatized into a false religion, they have no right to any of the scriptures which are properly inherited by ourselves, God's covenant people. You must reprove and correct their presumption that they stand in the tradition of Moses even though it will bring insults and mockery at the least. Do not be ashamed or afraid to assert the authority and legitimacy of the New Testament revelation, or its consistency with Old Testament revelation, or the sharp inconsistency of the Talmud with the Old Testament. But you also should not unnecessarily offend them; be willing to write G-d instead of God, call the Old Testament the Tanakh, and absolutely do not use the divine name unless you truly have no alternative. Do not go out of your way to offend them, the gospel is offensive enough.