Yes I believe your friend did have a point. Like the Delphic Oracles in ancient Greece, the WT garnishes its "prophetic utterances" with liberal doses of pungent ambiguities. I remember in the mid 70s when the Middle East was a potboiler with the Arab Israel war, the WTS went almost beserk with dire warnings of a soon-to-come universal conflict.
In the mid 80s when the UN designated a certain year [84, I think] as the year of "Peace and Security" the WTS went almost hysterical with an anticipated realization of the soon-to-come universal conflict.
The WT publishes magazines with covers that coyly suggest: War- Is the end near? and: Peace- Is the end near? Having thus covered both bases how the hell can you lose?
In all this, I believe that the WTS has missed a basic biblical theme. The Bible never once exhorts its readers to anticipate the end-of-the-world as we know it. Or to calculate it. Or to be obsessed with it.
It exhorts them to await, with confidence, the Lord Jesus Christ, who promised He would come again. This is the event true Christians anticipate.
When will this be? Dunno.
Cheers