Andre is an all time favorite of mine, but prime Kurt is one of the few people that I could see defeating prime Andre.

Andre in his prime didn't lose often, but he rarely fought anyone of note to a decisive finish. Kurt Angle took on everyone, he showed more resiliency than anyone, and he's executed his biggest moves on opponents that could match Andre's size. No matter how much damage Kurt receives, he fights through it 99 times out of 100.

Kurt takes all that Andre can give, and gives more than Andre can take. In a straight up match with no stipulations for a wily vet like Andre to exploit, Kurt wins.