Five antagonists I want to play RISK with

The idea is simple. I was wondering what powerful antagonists I'd like to sit down with, and play a round of RISK with. People I'd find fascinating to converse over their accomplishments and their tactics and motivations. I'm not saying they're my favorite antagonists, though they pretty much are, but I find them the most interesting to play a nice game of RISK, and have a chat with.

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