I don't know why Reinsdorf would want that team split up. it made him money. made the whole NBA money with Jordan.
I would rather the Bulls go out on top the way they did than try again and potentially lose. those guys were already way up in age. though in that strike shortened season with the added and much needed rest, they probably could've pulled it off. maybe.
So in our reality that season played out strangely, as we all know.. at least in the East...
Miami, Indiana, and Orlando all tied at 33-17 for the #1 seed, but tiebreakers went in that order. the 8th seed was actually only 6 games out of first, so you had a tight compact East compared to what it usually was.
2 out of those 3 were upset in the first round, Miami by the Knicks, and Orlando by the 76ers. Sans Allen Iverson, the East is really lacking in talent that can rise above. Grant Hill, while a good player, couldn't get out of the 1st round. That the Heat team always looked better on paper than in performance. The Magic had Penny, who was a shell of his former self at this point. The Pacers, who had taken the Bulls to Game 7 the year had Reggie, but as we all know they would lose to the 8th seed Knicks in 6 games, in a series that Indiana really looked outmatched despite expectations. Perhaps that played a role, as maybe they felt with Jordan gone, they were destined to make the Finals.
So if you happened to get the Bulls back together for one more year, of course the whole trajectory of the East changes, and I'm sure all the seeds change and what not. Pippen in reality played all 50 games in 99, so he was recovered from any injury, thus could have played all 50 on a hypothetical 99 Bulls team. Maybe in a 50 game season, the Bulls still finish 1st in the East and plow through the conference, given its general lack of superstar talent. But they come up against DRob/Duncan.. which well they just beat Stockton and Malone the prior two years, so who knows what happens there.
Of course this ignores the story that Jordan cut his index finger tendon on a cigar cutter in the summer of 98, and he pretty much took a whole NBA season to recover from that tear. Maybe if he knows he's coming back though, he doesn't fiddle with a cigar cutter.
Personally I've accepted the way it ended, and in a way it was almost too perfect of an ending. From the last shot, to a lockout happening right after, and coming back with that strange shortened season, kinda basically felt like a whole instant shifting of eras, while generally you see a slow gradual fall apart, like we saw in the Celtics.