Jesus rebuked Sardis for not watching. Because they did not watch for his coming He said they wouldn't know the hour of His coming. Jesus rebuked the Jews for not knowing the time of their visitation. In hindsight we know that the prophecies were there in the Bible where they should have known the year of His coming, and there were prophets like the Magi who came and there were testimonies from others, news stories, many things that should have waken them up. If they had listened to John when he said "behold the Lamb of God" they would have known Jesus would be the Passover lamb. Jesus charged the disciples repeatedly to watch.
I don't like it when people spend all their time trying to figure out the day of the rapture because it seems the Lord warned us that no one knows and for me that means it was not in the OT prophecies or NT prophecies. But the Lord never said we would not know the year and He also made it clear that if we were watching we would see all the signs He told us about taking place.
For example, what you talked about with digital study tools for the Bible, that was all prophesied in Daniel about knowledge increasing and people running to and fro in the Bible.
The problem with interpretive eschatology as it stands now, and you likely know this, but your views are but one of them. Even the way you apply Daniel could have been and likely has been applied throughout history since knowledge has been increasing for quite some time now.
Since the topic is not really eschatology, I'll leave it at that.