The whole old guard of WCW main eventers should have been phased out in 1998. Hogan/Macho/Flair/Sting/Lex...all those guys that had been around for ages, even if they were still contributing like Macho and Flair, should have made way for Steiner/Goldberg/DDP/Nash/Hall if he could have kept it together.
Even then there was still another group of guys right under that could have/should have been elevated like Raven/Benoit/Booker/Kidman/Kanyon/Saturn.
Then you still had someone like Bret just floating around doing nothing, Piper and Warrior popping in and out, a guy like Big Show who at that point if he could have gotten his shyt together probably would have had 3 more runs with the title.
WCW could have used a brand split, tbh. They kind of did with Thunder being a show where US level guys usually main evented and the top guys stayed away, but the roster was just so huge and congested that it must have been a nightmare to book.