Yes, I agree that these ideas are all connected. There WAS going to be a "mass falling away" (the apostasia) before Christ's return, as 2 Thess 2 mentioned. And that time period WAS going to be "the same as Satan's little season" that would occur just before Christ's return. The opponents of the church WERE going to be numbered as many as the sand of the sea, with the goal of destroying it. Just as Christ said, the disciples would be "hated of all men" - both Gentile nations, the Christ-opposing Jews, and the corrupt members within the church itself.
But John said that "little season" of Satan's release on earth had already begun in his days, in Revelation 12:12. He gave the church a warning at that time, saying, "Woe to the inhabiters of the earth and of the sea! for the devil IS COME DOWN UNTO YOU, having great wrath, because he knoweth that he hath but a SHORT TIME." That was a present reality for John's readers at that time. This is not a future "short time" for Satan's release on earth. It's a long past "short time" and "little season".
You're not carefully reading the text. In Rev 12:12 the Devil is filled with wrath because he knows he has but a "short time". But he is given a "little season" after he is loosed.
Why would John use different words to describe the same time period? You acknowledge the difference, but seem to think it doesn't matter?
So after the war in heaven and Satan is cast out into the earth and his angels cast out with him, the timing of this event is the birth of the man child (Christ), and the child was caught up to God and to His throne. Thus the beginning of the Messianic age/era.
Satan's little season will not come until the thousand years should be fulfilled. This little season is not used to persecute the church, trying to prevent the Kingdom from being complete. The little season is given so he can gather, from every nation throughout the four quarters of the earth together, and they will go upon the breadth of the earth, surround the saints, and beloved city, and fire will come down from God out of heaven to devour them. Then the devil will be cast into the LOF with the beast and false, who are already there.
Revelation 20:8-10 (KJV) And shall go out to deceive the nations which are in the four quarters of the earth, Gog and Magog, to gather them together to battle: the number of whom
is as the sand of the sea. And they went up on the breadth of the earth, and compassed the camp of the saints about, and the beloved city: and fire came down from God out of heaven, and devoured them. And the devil that deceived them was cast into the lake of fire and brimstone, where the beast and the false prophet
are, and shall be tormented day and night for ever and ever.
From the text it does NOT appear Rev 12 is the beginning of the "little season". How could the two be the same time period since Rev 12 clearly shows that Satan has not yet been bound? His binding is to prevent him from deceiving the nations, but the "short time" after the birth of Christ, Satan persecutes the WOMAN, and the REMNANT of her seed.
You must reconcile the contradiction your doctrine appears to force upon the Scripture. Because it's a long time past Satan's "short time", however the time of Satan's "little season" has possibly come, and we are living through it now,
or his "little season" is future (I believe very near).