No word has 'meaning' without context.
Anybody who has been married knows this. When your wife says it is "cold" while you are sitting on the edge of the bed sweating, the sudden fickleness of subjectivity smacks you upside the head!
A word like 'generation' needs co-ordinates. It needs brackets.
The Watchtower's greatest (cough cough) THINKERS have been jiggering with this explanation a long, long time to no permanent avail.
Should any of us expect a prophecy about END TIMES to actually have a real meaning, we are already off to a bad start!
Why do I say that?
Let's ask some really basic questions.
1. Why would God set a date for the End of his patience ahead of time?
Having forbearance is a matter of self-control.
If you are on an airplane and a baby is crying, you exercise self-control and patience. When will your patience end? Can you predict accurately and set the moment with chronographic precision?
2. Is Jesus actually speaking to his thick-headed companions with a complicated scheme of ponderable data to be unravelled, understood, and carried forward for thousands of years? Or, is it more likely Jesus was simply speaking in the kind of fuzzy generalities politicians and fortune tellers use when they are impressing you with heavy portents of great and momentous gravitas?
3. With the outrageous number of WRONG GUESSES made for the last two millennia by some of the greatest theologians known to history, all of whom were working with the same scriptures the Watchtower uses, isn't it demonstrable to anyone with half a brain functioning: there is no secret understandable key to working out an actual event?
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The End Times fundamentalists, evangelicals, and biblical inerrantists, take themselves (and the Bible) waaaaaaay tooooo seriously.
If there was a real Jesus. . .
and if the oral tradition was fairly accurate . . .
and the hundreds of generations of copyists didn't corrupt or demolish his words . . .
and if we are to understand what this mystical messiah was intending us to harken to. . .
HOW ARE ANY OF US better off spending our time working it out rather than merely
living each day as if it was our last?
JW's, Mormons, 7th Day Adventists, and the hundreds of other knuckle-head religious groups who wallow in the gloom of doom have only poisoned the well when it comes to arousing the public at large to ANY CREDIBLE acceptance of a prediction from now on!
It is time to GIVE IT UP and move on!
What does "this generation" really mean?
It means you've been invited on a Snipe hunt. So, dress warm and bring a bag big enough to hold your critter when you find it!
So, hide and watch as the JW's lead new converts around in the dark again and again with newer and newer Light.
None of it means a damned thing!