> I understand a lot of that came from their desire to create a curated list of questions
I think both of these are true, but I'm not sure that many of the contributors (or even many of the moderators?) _really_ cared too much about building the "curated list of questions".
I'd posit that part of the problem was also its competitiveness – contributors wanted to earn rep, so they ignored constraints or answered the question they really wanted to answer. Some of the tags I used to frequent had a few contributors who seemed to do nothing but answer SO questions, so there were never any good questions left for a mere mortal with other commitments in their day.
I am generally unconvinced that reputation-based systems like SO's are actually useful. Contrast SO with a project mailing list or issue tracker – where I've had some of the best support – where there's nobody tracking rep or keeping a tally, and everyone is there to simply help and share their knowledge.
> Instead of hunting for dups to close, they should have had their moderators link them together and author the "canonical question" from them.
I did plenty of free moderation over time on the review queues. I have no idea today why I invested so much time in that, for it was a thankless task and ultimately didn't feel I could move the needle on the bigger problems.