Stockton-Malone was a symbiotic relationship. There's no way Malone would have been as great on just any team; there's also no way Stockton wouldn't have been great on any team. Ok, may have slightly overrated him, but certainly he is one of the greatest distributors of the ball in history, if not the best.
As far as the rest of 2nd vs 3rd team, I'm comfortable with it. If they played, no one's winning in under 6, and I'd wager 2nd team takes it. As far as "who guards Bern?", you act as if the guy plays like a power-forward. He's a penetrator/spot-up shooter, not a banger. You guys are equating muscles with a power game, which stylistically doesn't represent Bern. His additional mass doesn't give him an advantage over Kobe based on their respective playing styles. Frankly, I'd be more concerned about being besmirched by Barkley or KAJ than any of the backcourt. Besides which, who's gonna stop Kobe? Or Oscar for that matter.
Edit: as far as Jordan era, the whole league was absolutely stacked backed then, including the West. Jazz had Rockets, Suns, Spurs, etc to compete with just to get to the finals. And if His Airness(ie the GOAT) had stayed retired, probably would have won a couple of rings.