If I may add some of my thoughts (not looking to debate in my own thread, just spark some discussion)
IMO, back when Connor was being actively used, he was established as above Dick in terms of h2h (the Monkey Fist storyline really cemented that). However, Dick’s definitely improved since then, but it remains to be seen if Connor will be written as being above him again (considering the Monkey Fist arc seemed to place Connor as being >= even Batman, it’s definitely possible). The Lazarus arc has hyped him up as being one of the very best, and has had him beating everyone he’s come across (including a Nightwing villain-Raptor), so I definitely expect him to be at least an even match with Nightwing.
That being said, Dick should definitely have an advantage when it comes to overall experience (in addition to speed/agility, maybe general physicals). When it comes to debates, he also has the advantage of significantly more feats, making his abilities much more well established (Connor’s gotten a lot of hype in his re-introduction, but it’s always possible that the hype won’t be consistent)
Regardless of who wins, I think it would be an excellent fight
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