That is exactly my thought. Even with teamwork Madara feels like he has the upper hand or at least stands on equal grounds. I don't know what would have been better? If Gai got a different opponent for his 8th gate one that is not marked as possible final boss so he can actually win. Or the fact that gai is going up against such an opponent so if he does do some damage at least he did it to the strongest enemy in the entire series.