I think the only team to win a championship without a legit superstar in recent memory was the Pistons back in 04. Billups, Rip, Prince, and both Wallaces were really good players, but none were stars. You could make the argument that Billups was the star, but that's iffy. They did manage to be a star studded Lakers team, but I highly doubt that's going to happen to us in any sort of similar fashion. Now we have to deal with the Nets (they're going to be good regardless of if they have Howard or not) now along with Miami and possibly NY. We don't even have the same type of quality players that Detroit had either. We have a star, but the supporting cast isn't quite up to the same caliber.
Point is, if we want to have a hope of winning a championship in Rose's lifetime as a Bull, we're going to have to get some significant upgrades to combat the growing trend in the league.