Yes, I do agree that Jude 14 is talking about the second coming. But I do not relate it to Zechariah 14. If my own testimony is of any interest to you, when I abandon Premillennialism in 2000, Zechariah 14 and Revelation 20 were the final two chapters to fall before I changed. I tried to correlate the two of them the best I could, but I could see no similarity. So, I've been asking the question for 20 years now, and I have yet to get a Premillennialist that can answer it. I can only come to one conclusion, they see what I see. There is no connection whatsoever.
Zechariah 14 is a very difficult passage to understand. We do know that the old covenant prophets were looking forward through a glazed class to a new arrangement that they couldn't fully comprehend. They did not have the full revelation we have.
Zechariah was outlining some pivotal approaching events that would change the religious landscape forever. Of course, it was concentrated on the cross-work. But it also spoke about AD70. What you ask about, I believe, relates to Christ's ministry and rejection by the many and His reception by the few. I believe Zechariah was looking forward at times to the First Advent and at other times to AD70.
Zechariah 14:5 predicts, “ye shall flee, like as ye fled from before the earthquake in the days of Uzziah king of Judah: and the LORD my God shall come, and all the saints with thee.”
Here, I believe, we see a reference to the earthly ministry of Christ and particularly His final betrayal. In Mark 14 we see an account of the arrest of Christ for crucifixion. Even those nearest and dearest to Him could not stand with Him at this dark hour. Verse 50 tells us: “And they all forsook him, and fled.”
Zechariah had previously alluded to this same thing in Zechariah 13:6-7, “And one shall say unto him, What are these wounds in thine hands? Then he shall answer, Those with which I was wounded in the house of my friends. Awake, O sword, against my shepherd, and against the man that is my fellow, saith the LORD of hosts: smite the shepherd, and the sheep shall be scattered: and I will turn mine hand upon the little ones.”
Matthew 26:31 says, “Then saith Jesus unto them, All ye shall be offended because of me this night: for it is written (in Zechariah 13:7), I will smite the shepherd, and the sheep of the flock shall be scattered abroad.”
Only a few remained faithful. He then returned to minister unto them for 40 days after His resurrection. After equipping them, they took the Gospel out to the nations.
While Calvary was the apex of the OT exprectation, AD70 was the awful result for the Jews.
During Christ’s earthly ministry He declared of Jerusalem, “Daughters of Jerusalem, weep not for me, but weep for yourselves, and for your children. For, behold, the days are coming, in the which they shall say, Blessed are the barren, and the wombs that never bare, and the paps which never gave suck. Then shall they begin to say to the mountains, Fall on us; and to the hills, Cover us” (Luke 23:28-30).
Paul the Apostle outlines this fact, when speaking of the Jews and the impending wrath of God on the nation of Israel, in 1 Thessalonians 2:14-16, “For ye, brethren, became followers of the churches of God which in Judaea are in Christ Jesus: for ye also have suffered like things of your own countrymen, even as they have of the Jews: Who both killed the Lord Jesus, and their own prophets, and have persecuted us; and they please not God, and are contrary to all men: Forbidding us to speak to the Gentiles that they might be saved, to fill up their sins alway: for the wrath is come upon them to the uttermost.”