You may want to bring up the fact that there were 3 different 1914 teachings throughout the history of the Watchtower.
- From late 19th century to early 20th century they taught that 1799 was the beginning of the end and the world would end by 1914. No earthquakes or pestilence Matthew 24 was supposed to have been fulfilled during the 1800 year period after Christ. Armageddon was a 40 year period of social collapse between 1874 and 1914. It was to be a slow motion collapse throughout that period culminating in pure social chaos at the end. No earthquake or fireballs etc.1914 was to be the beginning of the Millennium and the beginning of world wide peace.
- After WW1 embarrassed the Bible Students by standing their prophecy on its head they then taught, throughout the 20th century, that 1914 was the beginning of the end with the Great Tribulation/Armageddon being a short period of time, months or a few years at most, happening within the lifetime of those alive in 1914.
- Early 21st century: "Overlapping generations".
I'm sure you'll get even more dumbfounded stares from them if you tell them this.