Danny, it seems to me that you and your oppos made more sense of the "Fog of War" than most are able to. "Why are we here, what are we going to do, what are we going to do it with?", all seem to have been answered persuasively and logically, which is more than most could boast then I suspect. Your entire story to date hints at the massive logistical challenge that WWII was, for all sides and in all theatres.
Even in the relatively certain times of the 60s, the anomaly of flying a WWIIish aircraft around the world (The HP Hastings) was only too apparent, even to those who loved and flew her. Just as in your case it was explained by those in the know; that we would go on doing so until the AW681 VTOL transport came into service, which in turn would support what eventually became the Harrier force. It never did of course, and we struggled on until Harold Wilson bought 60ish Hercs for £60M. Sweet!