There may have been some dissension on Team WWF, but there is still just too much quality talent who were in their primes in 2001 to lose.
The only one at the time that was having real problems with the team was Jericho, so Jericho, alone, wouldn't be enough to bring Team WWF down.
Savage's team were all in their prime as well, but a Roberts, Steamboat, Duggan, nor Beefcake could beat a Rock or Taker in their primes which they were in in 2001. Duggan, Beefcake couldn't hold a candle to Big Show or Kane and would be easily eliminated.
Steamboat and Jericho would be the greatest thing ever to watch, and I wouldn't be surprised if these two were the big "workhorses" of the matchup. But with Jericho being a heel at this point, I wouldn't be surprised if after a long, touch matchup with Steamboat, he would cheat to win. Ultimately Savage would come in and get revenge for Steamboat and take out Jericho. Once Jericho would be gone, there wouldn't be enough dissesion between Show, Kane, Taker, and the Rock to cause the team problems. They didn't hate each other that much.
So Duggan, Steamboat, and Beefcake are gone at this point, leaving Roberts and Savage against Kane, Big Show, Taker, and the Rock. All guys at this point would be a bit worn down obviously, which might serve as a disadvantage to Kane and Big Show. Savage could probably outlast them, and Roberts could help Savage take them out. But that's a best case-scenario for the Savage team, not what would absolutely happen. Even if Savage and Roberts could take out Kane and Big Show, that leaves them up against Rock and Taker. It's just not going to happen for Savage and Roberts.
Savage was great in 87, but even he couldn't take out Taker in 01. Taker could tombstone Savage and Roberts both by himself at this point. Now there is the wild card in that Taker wasn't the invisible, no-seller "phenom" at this point in his career, so there is a chance that if Roberts and/or Savage hit their finisher on Taker, they could possibly win. But you've got the Rock on the outside who would do everything to make sure the two guys don't get the pinfall.
I think ultimately, Roberts would be eliminated, and at the very best-case scenario, Savage would possibly eliminate maybe the Rock. But he'd ultimately go down to Taker. Honestly, I think Savage would go down to both Taker and the Rock who would win this for Team WWF.