He's always been the most underappreciated guy in wrestling. Time has only proven him right about guys like RVD and Jeff Hardy and 99% of the other guys he "buried" (minus Booker T, who was buried because he was made in WCW, not because he was black).
Aside from Booker T I don't think any of the guys he buried should have been World Champ. Orton clearly wasn't ready in 04 and he put Batista over huge who did the best house show numbers for them for years.
Giving multiple PPV main events to Nash, Steiner and Goldberg was not the wise move. Obviously Vince wanted to bury WCW. At the very least Nash wasn't even re-established in any angles or given mic time before facing Triple H for 3 months and then leaving the WWE.
Then obviously Triple H's work with NXT proved he's a genius booker.
Only knock against him is his involvement in the screwjob and then lying to Bret afterwards. Obviously there were legal repercussions to worry about for him so I don't even think it's a huge deal. Bret obviously hates him and talks shit about him weekly.
It sucks that they dismantled NXT while he was out recovering. AEW really aren't using the NXT guys as well as people expected them to(minus Cole).