Um...I'm not exactly sure. I think I broke him in South America, but I honestly don't know. I'll post an update when the game's over.
UPDATE: Whew...remind me never to do that again. Yeah, it's extremely difficult to select territories and make proper attacks. Also, for picks, you don't know where the green territories are, so you have to select them by randomly clicking everywhere. Also, wastelands really mess you up. Around the middle of the game, I got sick of the gimmick and took my blindfold off (sue me), but by then it was too late.
http://warlight.net/MultiPlayer?GameID=6354253
Edited 5/31/2014 21:57:15