I got the 90s, looking at the 3 matchup groups, I think they have the edge based on playing styles.
Payton > AI and Chef when it comes to defense and athleticism. AI would be a tough draw but with his size I think he'd have success. I think his physicality and post game would be too much for the Curry team to Band-Aid.
MJ > Russ on the strength of sheer skill and size. he'd be too much in the post while having the ability to compete with Russ defensively. With Bean it'd be a money-maker, but I like Jordan to be able feast playing next to 2 other guys who could spell him vs. Bryant's help-options.
Scottie could make LeBron and Mac work, but this is the one matchup where I think 90s has trouble. LeBron would be a load for them, but Scottie's defense and versatility would be more helpful than any other weak links here.
Chuck vs. Tim or KD would be interesting but he'd be the safest be to be able to outperform the other PFs as he's the most versatile size and skill-wise. KD torches him and TD gives him work on the perimeter and post respectively. But when shyt breaks down and you have to adapt to game planning his dominance on the wing and inside would be more valuable.
Hakeem abuses AD on offense while being able to force him into perimeter attacks which would put pressure on his shooting as opposed to letting him run and jump. Shaquille is a the one guy who could warp all this shyt because his game really taxes an entire defense aka can't be held. But if there was one guy who could give him the best run in both point production and reduction it'd be Hakeem.