I understand your position. Thank you for sharing Askey's insights. However, I do not understand his rather optimistic assessment of the German logistical situation post hypothetical taking of Moscow region. Yes, the transportation network favored the line from Poland, north of the Prypet marshes, straight towards Moscow. But the issues they faced were of such a nature, that using existing Soviet infrastructure to full extent was impossible. Lack of fuel and poor road quality doomed any hopes for long distance motorized transport, while the main system, the railways, turned out to be extremely difficult due to slow progress on extending western gauge rail and relative lack of russian locomotives. I did not see anything in otherwise informative and interesting emails you've shared that would contradict that, except of loose reference to wargaming. But it is my understanding, that Germany's own assessments were rather pessimistic in comparison to Askey's.
Everything I read seems to be suggesting that the Germans started the war fully conscious of the fact that they'll get into massive logistical troubles once they get beyond 500 km away from their supply dumps (that's still not covering the distance to Moscow), and hoped to achieve victory within that range. The plan failed, the SU turned out to be not as 'rotten' a structure as Hitler boasted, indeed showed itself to be much more robust and resilient than all the top German brass predicted. By late August they started realizing the plan is not working, they were getting increasingly worried, as they realized they're not ready for a prolonged deep total war, there was a heated argument what to do, generals favored northern thrust, partially as a last gamble on 'the collapse' theory believing taking Moscow might just save the day, and partially because infrastructure indicated that direction. Hitler, on the other hand, felt this won't end soon, already, therefore emphesized south for strategic reasons looking at a potentially long conflict. Leaving aside who was right here , German logisticians own assessments, about the radius of operations they're able to supply, turned out to be largely correct. Moscow was way way beyond it. So the vision of German troops spending a cozy winter in Moscow, warm and supplied, that Askey seems to be sketching seems a bit far fetched.