I watched this video, he said he would use Bible verses but to my understanding he only used two which I will address (no one knows the day or hour and the gospel will be preached to the whole earth). What I am very certain of is that this video does not in any way explain the interest in September 23, and I suspect this is because he himself does not understand the interest.
So then, before we get started let's address this verse in Colossians 2 that you quoted.
Colossians 2:16 Let no man therefore judge you in meat, or in drink, or in respect of an holyday, or of the new moon, or of the sabbath days: 17 Which are a shadow of things to come; but the body is of Christ.
Paul tells us that the holy days are a shadow of things to come. They are prophetic. Jesus was crucified on Passover, every single thing including the hours he hung from the cross were part of the Passover celebration. The Bible called the Passover a "holy convocation" which means a dress rehearsal. Because the Messiah was crucified precisely as the Passover lamb the Jews should have recognized Him. When Jesus went into the tomb it started the seven day feast of unleavened bread. This depicts the entire church age as a feast of unleavened bread where we are also dead with Christ. On the First Feast of First Fruit, three days after Passover Jesus rose from the dead. So did many others. According to that feast you have a sheaf that you wave before God, that was the group of people raised with Jesus, and you do this so that God can bless the whole harvest. Jesus then is gone for a week before showing up again. This is because the high priest is to be sanctified, separated for one week at the temple in the heavens. Then Jesus ascended to heaven just like Moses ascended Mount Sinai on Shavuot. I could go into greater detail because Jesus' birth, circumcision and conception are also prophesied to the day by the holy days. But if you understand that the four spring feasts were fulfilled in Jesus' first coming it is no stretch to say the three Fall feasts will be fulfilled in His second coming.
Second, it is a mistake to think that the rapture will be fulfilled because Jews are blowing shofars. That is not the point. The point is that the 70th week, prophesied in Daniel, refers to a week of years, seven years, that will begin on Rosh Hashanah when the many (the UN, the term many can refer to ambassadors) confirm the covenant for one week. When we look at prophesies in the Old Testament there are two that point to the dividing of the land of Israel as the reason God's judgment on the nations culminating in Armageddon takes place.
So then it is Biblical to look for the UN having a meeting about a two state solution on Rosh Hashanah as the start of the seven year period we call the tribulation, but would more accurately be described as the 70th week. Yes, Jesus said no one knows the day or the hour of the rapture, never said we wouldn't know when the 70th week begins. In fact, Jesus rebuked the Jews for not knowing the time of their visitation and that was because of Daniel's prophecy that Jesus would be cut off in the 69th week.
But let's address "turkey day". Anyone know what that refers to? How about Independence day? What about Resurrection Sunday? Yes, these are well known idioms for days on our modern calendar. The Jewish idiom for the feast of trumpets was "No one knows the day or hour" because it was a two day event that requires you first see the new moon. You can't calculate this because clouds could get in the way, you have to see it. So even if the Lord tells us that the rapture will be on the Feast of Trumpets we still don't know the day or the hour. But put that aside, Jesus never said we don't know the year. On the contrary there are at least four prophets in the Bible that give us prophecies that point to the seven year tribulation / or seventieth week beginning in 2025.
Now the other verse he refers to is that the gospel must go out throughout the entire earth. That is a very clear word, but most Christians are not clear about this.
The three synoptic gospels (Matthew, Mark and Luke) have three different agendas. Luke is to those raptured prior to the seventieth week, Mark to the tribulation saints, and Matthew to the Jews who are saved as a nation. In order to demonstrate this you have to look at all the various differences and similarities in these three gospels. One of those differences is in this prophecy about the gospel being preached to the whole earth.
Luke never says that, in Luke it says the gospel will go out to the earth.
Mark says the gospel will be published in all the earth
and Matthew says it will be preached in all the earth.
From this we can see that the gospel has gone into all the earth not just from evangelists but from the internet, youtube, etc. After the rapture infants will go as well as the spirit filled Christians. This will cause everyone in every country to wonder what has happened and the paper and other news outlets will at that time publish the gospel in every nation explaining what the Christians teach about the rapture. No doubt it will be "debunked", and the great delusion concerning aliens abducting people will be said. However, it is the rapture that will cause the gospel to be published everywhere. For 3 1/2 years the world will be gas lit by the Antichrist but the two witnesses and the 144,000 working with them will be strong to preach the word and as a result when they are killed on Passover 42 months later the world will not allow their bodies to be buried but will live stream them for 3 1/2 days to see if they are going to rise again. That is when the whole world will see them rise again and so the gospel will be preached in every country at that point.
Now if you don't want to know when the rapture is that is fine, it is not an item of the faith that we are to contend for. But know this:
Revelation 3:3 Remember therefore how thou hast received and heard, and hold fast, and repent. If therefore thou shalt not watch, I will come on thee as a thief, and thou shalt not know what hour I will come upon thee.
The only Christians who don't know when the Lord is going to return are those who refuse to watch.
I am not insinuating anything, I am saying quite clearly and plainly that to say "we are no longer under law" is confusing to many believers and they do not understand what that means. This post that I made was as brief as I could be and still try to explain. I don't deny that we are not under law, I share the Biblical basis to say that, what I am trying to do is explain what that means to any who do not understand.