I think Hero lives or dies as a candidate based on the sheer quantity of good matches he's had from 2000-now rather than having one or two super matches that you can point to and say "He was in the best match ever." More than that I think he's kind of the test case of whether or not a match matters more if it's in WWE than a gym in front of 30 people as there's a fair argument that if you're willing to dig into CZW/IWA/Chikara & the like that you can form pretty even resumes for Danielson/Hero with the big exception being that Danielson had the big WWE matches and Hero had pretty much nothing in NXT as the highest levels of exposure. Hero also still has high level output in PWG, Evolve, Beyond and random indies now while Danielson is done so his resume is growing on a much smaller stage. To be fair, that argument's a lot easier to make if Kings of Wrestling matches are included but I think it's possible even without them (of course I'm biased as while I'm coming around on early Danielson there's a lot of his stuff that just doesn't hit the mark for me). I didn't love the Bentley match but Hero had a really good match against Kongo Kong in IWA earlier this year that's worth checking out as he plays the old ace coming back to try taking down the monster champion.
I'd say this is probably his biggest issue. I think he's improved on making the strikes work but there was a run (PWG especially but also some of his ROH stuff) that was just terrible in this regard. Completely abandoning the matwork side of his character that brought him to the level he was at...not a great period for him.
Maybe it's just because I'm used to fat 2001-2002 Hero but the body issues don't really factor in. He's definitely in the top 100 although nailing down a spot is tough as he's still active and who knows what'll happen between now and the deadline.