Very interesting game. I love the way you attacked Russia at the same time, lol
Although I don’t think I would try a sealion after watching Italy’s turn 1. They got no hits in the first round of combat. Lost their entire air force and navy except 1 TR which was unguarded. That would require more airpower from Germany to support Italy and there is no Italian bomber left to bomb Britain’s airbase. But I still think at this point you could pull it off just very risky based on Italy.
The major problem was when you had Japan declare war on the allies on turn 2. I think keeping USA out of the game would have help you tremendously.