It's more a question of when did the "last days" of the old WT begin.
I'd say not long after if became obvious the internet had surpassed tv and newspapers in it's ability for hijacking people's attention. Right about then WT would have started making plans for the "last days" of the old WT and first days of the new JWdotborg.
Will this generation (boomers, X, Y, and Z) see the end of the old WT? Most definitely!