Zound:
In Matthew's version of the Olivet Discourse, the disciples ask two questions (24:3):
1. When will these things be? [the destruction of the temple in 24:2]
and . . .
2. What will be the sign of your presence and of the conclusion of the system of things?"
What I have been finding out is that some commentators see 24:4 - 35 as the answer to the first question, and 24:36 - 25:46 as the answer to the second question.
If the discourse is seen this way, it solves a number of problems, including the "this generation" problem. For example, 24:16 refers to "those in Judea" having to flee. If this part of the discourse is specifically for the 1st century Jewish Christians, then, it can be taken literally, exactly what it says. But to try to apply it at some distant future time requires reinterpreting the words in some non-literal way. (In fact, the Society has said on a number of occasions that they don't know how this part will apply in our time. And they can't know, because it isn't for our time.)
If the words about "this generation" are taken as a 1st century fulfillment, again, they can be taken literally and as having been fulfilled. The generation of Jews alive when Jesus gave the prophecy was still, generally speaking, alive, or hadn't yet "passed away" by the time Jerusalem was sacked by the Romans about 37 years later.
Revelation is interesting in that many of the things predicted in Matthew 24 have a parallel in Revelation, BUT, not everything. For example, Matthew 24 (and Luke 21) have 'wars, food shortages, and pestilences.' Revelation does also (6:3-8). But Matthew predicts numerous eathquakes as occurring. Revelation only has one big one at the very end (Rev 16:18; and one lesser one in 11:13). Trying to apply Matthew's "earthquakes" to our times has resulted in much controversy for the Society. But if Matthew's earthquakes are 1st century only, the problem is solved.
Matthew has an extensive preaching (24:14) and a 1st century fulfillment (Col 1:23). Revelation also has an extensive preaching campaign before the end (Rev 14:6, 7). So if seen as I am describing, this is a similarity or parallel. But Mt 24:14 was not describing a distant future preaching work anymore than Rev 14:6, 7 was describing a distant past preaching work. Each represents a foretold event for its own respective time of fulfillment.
And so, respecting "this generation," Matthew fortells something about it. Revelation says nothing about how long a period it plays out over. And thus, when the Society tries to make "this generation" of Matthew have a fulfillment in our time, it doesn't pan out. It only causes confusion, disappointment and constant revision. Because they are trying to apply something meant for the 1st century to our times.
The bottom line of this would be: Matthew 24:4-35 (and Mark 13 and Luke 21) do resemble Revelation in many respects, BUT, not exactly in every respect. Trying to make Matthew 24:4-35 (and Mark and Luke) refer to a distant future time causes some insurmountable problems. For example, you might see two cars on the road that look alike. There are similarities. But if you try to make them out to be the same car, you will run into differences that simply cannot be resolved.
Having said all that, if you are wanting to ask the Society something about "this generation," a good question might be: 'How was it fulfilled in the 1st century?' They are applying it to "anointed Christians" in our time who (they say) will eventually "pass away." But 1st century Christians did not "pass away." It was the disobedient Jewish system that "passed away." Christians, in contrast, kept growing after the Jewish system ended. So in the 1st century, "this generation" could only refer to the Jewish generation that rejected Jesus. So how could "this generation" in our time (supposing it were to have a modern fulfillment) refer to those who accept Jesus? This is completely opposite of how it was fulfilled in the 1st century. If it did have a modern fulfillment, you would at least expect it to parallel its 1st century fulfillment, not be completely reversed.
As others have mentioned, don't rest your hope on getting a logical answer to your question from the Society. I and others have found out that they are not into giving logical answers. They are about you accepting whatever they tell you.
Take Care