As an early user of SO [1], I feel reasonably qualified to discuss this issue. Note that I barely posted after 2011 or so so I can't really speak to the current state.

But what I can say is that even back in 2010 it was obvious to me that moderation was a problem, specifically a cultural problem. I'm really talking about the rise of the administrative/bureaucratic class that, if left unchecked, can become absolute poison.

I'm constantly reminded of the Leonard Nimoy voiced line from Civ4: "the bureaucracy is expanding to meet the needs of the expanding bureaucracy". That sums it up exactly. There is a certain type of person who doesn't become a creator of content but rather a moderator of content. These are people who end up as Reddit mods, for example.

Rules and standards are good up to a point but some people forget that those rules and standards serve a purpose and should never become a goal unto themselves. So if the moderators run wild, they'll start creating work for themselves and having debates about what's a repeated question, how questions and answers should be structured, etc.

This manifested as the war of "closed, non-constructive" on SO. Some really good questions were killed this way because the moderators decided on their own that a question had to have a provable answer to avoid flame wars. And this goes back to the rules and standards being a tool not a goal. My stance was (and is) that shouldn't we solve flame wars when they happen rather than going around and "solving" imaginary problems?

I lost that battle. You can argue taht questions like "should I use Javascript or Typescript?" don't belong on SO (as the moderators did). My position was that even though there's no definite answer, somebody can give you a list of strengths and weaknesses and things to consider.

Even something that does have a definite answer like "how do I efficiently code a factorial function?" has multiple but different defensible answers. Even in one language you can have multiple implementations that might, say, be compile-time or runtime.

Another commenter here talked about finding the nearest point on an ellipse and came up with a method they're proud of where there are other methods that would also do the job.

Anyway, I'd occasionally login and see a constant churn on my answers from moderators doing pointless busywork as this month they'd decided something needed to be capitalized or not capitalized.

A perfect example of this kind of thing is Bryan Henderson's war on "comprised of" on Wikipedia [2].

Anyway, I think the core issue of SO was that there was a lot of low-hanging fruit and I got a lot of accepted answers on questions that could never be asked today. You'll also read many anecdotes about people having a negative experience asking questions on SO in later years where their question was immediately closed as, say, a duplicate when the question wasn't a duplicate. The moderator just didn't understand the difference. That sort of thing.

But any mature site ultimately ends with an impossible barrier to entry as newcomers don't know all the cultural rules that have been put in place and they tend to have a negative experience as they get yelled at for not knowing that Rule 11.6.2.7 forbids the kind of question they asked.

[1]: https://stackoverflow.com/users/18393/cletus

[2]: https://www.npr.org/2015/03/12/392568604/dont-you-dare-use-c...