How many prophecies did Jesus fulfill?
https://www.gotquestions.org/prophecies-of-Jesus.html

The story of Jesus saturates the metanarrative of the Bible, and prophecies of His first advent are found throughout the Old Testament. Allusions to Him also come up in micro ways, as many people and events hint at the work He would accomplish. One scholar, J. Barton Payne, has found as many as 574 verses in the Old Testament that somehow point to or describe or reference the coming Messiah. Alfred Edersheim found 456 Old Testament verses referring to the Messiah or His times. Conservatively, Jesus fulfilled at least 300 prophecies in His earthly ministry.

So, the question of how many prophecies Jesus fulfilled is difficult to answer with precision. Should we count only direct messianic prophecies? Do we count repeated prophecies twice? How about allusions and indirect references to the ministry of Christ? And what about types? A type is a prophetic symbol: a person or thing in the Old Testament that foreshadows a person or thing in the New Testament. So, while Isaiah prophesies the Lord will offer good news for the brokenhearted (Isaiah 61:1), Boaz lives this out, acting as a type of Christ (Ruth 4:1-11).

Below is an attempt to list the types and prophecies given in the Old and New Testaments that Jesus has fulfilled. Undoubtedly, it is not complete. But that's one of the great things about the Bible - the more you read it, the more you see.

Isaiah 53

1. Who has believed our message
         and to whom has the arm of the Lord been revealed?
2. He grew up before him like a tender shoot,
         and like a root out of dry ground.
         He had no beauty or majesty to attract us to him,
         nothing in his appearance that we should desire him.
3. He was despised and rejected by mankind,
         a man of suffering, and familiar with pain.
         Like one from whom people hide their faces
         he was despised, and we held him in low esteem.


4. Surely he took up our pain
         and bore our suffering,
         yet we considered him punished by God,
         stricken by him, and afflicted.
5. But he was pierced for our transgressions,
         he was crushed for our iniquities;
         the punishment that brought us peace was on him,
         and by his wounds we are healed.
6. We all, like sheep, have gone astray,
         each of us has turned to our own way;
         and the Lord has laid on him
         the iniquity of us all.


7. He was oppressed and afflicted,
         yet he did not open his mouth;
         he was led like a lamb to the slaughter,
         and as a sheep before its shearers is silent,
         so he did not open his mouth.
8. By oppression and judgment he was taken away.
         Yet who of his generation protested?
         For he was cut off from the land of the living;
         for the transgression of my people he was punished.
9. He was assigned a grave with the wicked,
         and with the rich in his death,
         though he had done no violence,
         nor was any deceit in his mouth.


10. Yet it was the Lord's will to crush him and cause him to suffer,
          and though the Lord makes his life an offering for sin,
          he will see his offspring and prolong his days,
          and the will of the Lord will prosper in his hand.
11. After he has suffered,
          he will see the light of life and be satisfied;
          by his knowledge my righteous servant will justify many,
    
12. Therefore I will give him a portion among the great,
          and he will divide the spoils with the strong,
          because he poured out his life unto death,
          and was numbered with the transgressors.
          For he bore the sin of many,
          and made intercession for the transgressors.

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Was Jesus' Arrival Accurately Predicted in the Bible?
https://reasons.org/explore/publications/articles/was-jesus-s-arrival-accurately-predicted-in-the-bible

In 538 BC, the angel Gabriel gave Daniel a prophecy pinpointing when the Messiah would arrive. "Know and understand this," Gabriel told him (Daniel 9:25). While Daniel may have understood it, somewhere along the way that insight has been lost. Old Testament scholars have long been debating the prophecy's meaning, but one scholar, Harold Hoehner, had a particularly astounding interpretation.

While in Babylon, Daniel read the Scriptures, learning that Jeremiah had foretold both the Babylonian captivity and the Israelites' return to their homeland after 70 years. In response, Daniel confessed the sins of the nation in prayer, inciting the angel Gabriel to visit and deliver this message:

Know and understand this: From the time the word goes out to restore and rebuild Jerusalem until the Anointed One, the ruler, comes, there will be seven 'sevens,' and sixty-two 'sevens.' It will be rebuilt with streets and a trench, but in times of trouble. After the sixty-two 'sevens,' the Anointed One will be put to death and will have nothing. The people of the ruler who will come will destroy the city and the sanctuary. The end will come like a flood: War will continue until the end, and desolations have been decreed.

Breaking Down the Daniel Prophecy

In taking a closer look at the Daniel passage, one thing is clear: it is about the Messiah. We see that the term "Messiah," or "Anointed One," is capitalized. It is also clear that a formula of sorts is provided to calculate when the Messiah will appear. The difficulties come in interpreting the formula. One such difficulty is determining the meaning of "weeks," which is used in a number of translations. (NIV uses the term "sevens" instead of "weeks.") In ancient Hebrew, "weeks" had a number of meanings, which scholars can determine by the context. The context in the Daniel passage shows that "weeks" means "seven units." Using this definition, we can calculate when the Messiah will arrive: (7 x 7) + (62 x 7) = 49 + 434 = 483 years.

The prophecy further says that after the Messiah arrives, he will be "put to death and will have nothing." The word "after" is very important. After the Messiah arrives, he will be put to death. Jesus' crucifixion fulfills that prophecy.

We now know that the Messiah would arrive 483 years in the future. But does the prophecy specify a beginning date? The prophecy tells us: "From the time the word goes out to restore and rebuild Jerusalem." So, who ordered this decree to restore Jerusalem, and when was it ordered? There are several possibilities, but the decree that best fits the evidence was made by the Persian king Artaxerxes to Nehemiah on March 5 of 444 BC (Nehemiah 2:1-8). (In this article, a number of biblical dates are used, all of which have been under debate by scholars for hundreds of years. Harold Hoehner makes a strong case for each of the dates. For those details, please refer to Hoehner's book Chronological Aspects of the Life of Christ.)

Before we can make some calculations, we need to know how Daniel's civilization counted time - by a solar year or a lunar year. A solar year has 365 days, 5 hours, 48 minutes, and 46 seconds, or 365.2422 days. A lunar year has exactly 360 days: 12 months of 30 days. [A lunar year has 12 rotation periods, or lunar months, which equal 354.367 Earth days (12 x 29.53059). However, ancient peoples rounded off the lunar month to 30 days. Thus, their lunar year would equal 360 days (30 days x 12).] Since the lunar year was commonly used in ancient biblical times, it makes the most sense to use the lunar year in calculations.

We must also decide how to define the arrival of the Messiah. Do we use Jesus' birthdate, the date he began his ministry, the date of his crucifixion, or some other date? The date that many scholars have accepted as the time of the Messiah's arrival is Jesus' triumphal entry into Jerusalem. The reason for choosing this date is that this is when Jesus publicly declared that he was the Messiah. Before then, he told only select people, like his disciples, and he often reminded them to keep his identity secret. History chronologists have estimated that Jesus' triumphal entry fell on Monday, March 30, AD 33.

Calculating Gabriel's Formula

Now we're ready to do some math to determine if Gabriel did in fact predict Jesus' arrival. We'll start by determining how many days are in 483 lunar years: 360 x 483 = 173,880 days. Next, we'll convert those days back into solar years: 173,880 ÷ 365.2422 = 476.068 years. After converting the decimal part (0.068) to days (0.068 x 365.2422 = 24.8 days), the time prophesized for the Messiah to arrive comes out to be 476 years and 25 days.

Adding this number to March 5, 444 BC - the date on which the decree to rebuild Jerusalem was issued - brings us to March 30, AD 33, the very day of the triumphal entry of Jesus into Jerusalem. Is this match not remarkable? The remarkable accuracy of the predictions in the prophecy in Daniel [assuming the estimates are correctly interpreted and accurate] supports the truth of the prophecy, which in turn builds confidence in the authority and reliability of the Bible.

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Daniel 9:24-26

82. Gabriel tells Daniel when the "Anointed One" will be "cut off."
This is the exact time Jesus is crucified.

Daniel 9:24-26
24 "Seventy 'sevens' are decreed for your people and your holy city to finish transgression, to put an end to sin, to atone for wickedness, to bring in everlasting righteousness, to seal up vision and prophecy and to anoint the Most Holy Place. 25 "Know and understand this: From the time the word goes out to restore and rebuild Jerusalem until the Anointed One, the ruler, comes, there will be seven 'sevens,' and sixty-two 'sevens.' It will be rebuilt with streets and a trench, but in times of trouble. 26 After the sixty-two 'sevens,' the Anointed One will be put to death and will have nothing. The people of the ruler who will come will destroy the city and the sanctuary. The end will come like a flood: War will continue until the end, and desolations have been decreed.

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Zechariah 9:9 - The Coming of Zion's King

9 Rejoice greatly, Daughter Zion! Shout, Daughter Jerusalem! See, your king comes to you, righteous and victorious, lowly and riding on a donkey, on a colt, the foal of a donkey.