Very first game - Oberkommander of the OHK. I concentrated Hitler's insane invasion of Russia (and I made sure to tell him so) on Moscow, by way of a naval invasion of Leningrad. The South is too large to invade effectively, we'll cut off the head and mop up the remains. Der Fuhrer decided this plan wasn't aggressive enough, but listened to my advice about the expansive territory. He insisted on a direct invasion of urban Russia, claiming Lithuania on the way, to stab straight at Moscow. Though foolhardy, it was close enough to my original strategy to easily adapt.
A massive winter counterattack by Russian reinforcements put the security of the Fatherland in danger, when overconfident Soviet forces pushed all the way into Poland in Spring of 1942. With threat of execution, by the Fuhrer or Soviets, I recognized this as the paper tiger it was, and obliterated the Soviet force with the largest pincer maneuver since the Napoleonic Wars. The pitiful remnants of Russia's military managed to make a stand around Moscow, but with the snow thawed, victory was only a matter of time.
By the next Winter, as 1942 draws to a close, the Party's banners fly over the smoking shell of the Kremlin, and I rest assured in my eventual appointment as governor of the Reichskommisariat Ukraine. Perhaps it was my continual dismissal of the Party's demands and crazy ideas that earned me a kingdom in a barren wasteland I pointedly ignored, but it's probably better than the diplomatic idiocy I was originally promised in relaying Germany's whimsical communiques around the globe to Japan. They can deal with their own problems.
The final cost in death of what the historians are already calling "my" war is estimated at 9,464,214 (what delightfully Prussian precision). They might remember me as a monster, mastermind of the deadliest invasion in human history, but I and my officers will always know the truth. That it could have been so many more.