Essentially, the JW position regarding the End of the Gentile Times and the significance of 1914 revolve around a principal element, namely, that the "Great War" (WW1) was an indication of the anger of the Dragon, i.e Satan, after being cast out of heaven per Revelation 12:7-9 and the start of the sign of the Last Days.
This has always been a sticky point for the organization....Why?
Because, based on their chronology, the Gentile Times ended in October 3/4 of 1914 with the Last Days commencing from that point on. But, before turning his attention to the vicinity of the earth, Christ "evidently" cleansed the heavens of Satan and his cohorts. I believe the old Revelation book (published in the 60's) speaks to the duration.
If the "kingdom" wasn't established until October 3/4 1914 and the Last Days are said to have counted from that point on....How could World War I be considered a sign of the Last Days when it began on July 28 1914, over two months before the supposed end of the Gentile Times and prior to Satan having been ousted from heaven?
Go ahead, ponder