It took me much longer than it should have to mentally move you from the "troll" category to the "contrarian" one. That's my fault, but it makes for an interesting case study:
I quickly got irritated that you made the same criticisms again and again, without acknowledging the points people had argued against you each time. To a reader who disagrees with you, that style looks like the work of a troll or crank; to a reader who agrees with you, it's the best that you can do when arguing against someone more eloquent, with a bigger platform, who's gone wrong at some key step.
It should be noted that I don't instinctively think any more highly of contrarians who constantly change their line of attack; it seems to be a "damned if you do, damned if you don't" tribal response.
The way I changed my mind was that you made an incisive comment about something that wasn't part of your big disagreement with the Less Wrong community, and I was forced to update. For any would-be respected contrarians out there, this might be a good tactic to circumvent our natural impulse towards closing ranks.
I quickly got irritated that you made the same criticisms again and again, without acknowledging the points people had argued against you each time.
That doesn't sound great! Was I right? If you think there's a case where I should have updated - but didn't - perhaps it can be revisited? Of course, I don't mean to put pressure on you to trawl through my comments - but it would be nice for me to know if you have any specific cases in mind.
I'm worried that LW doesn't have enough good contrarians and skeptics, people who disagree with us or like to find fault in every idea they see, but do so in a way that is often right and can change our minds when they are. I fear that when contrarians/skeptics join us but aren't "good enough", we tend to drive them away instead of improving them.
For example, I know a couple of people who occasionally had interesting ideas that were contrary to the local LW consensus, but were (or appeared to be) too confident in their ideas, both good and bad. Both people ended up being repeatedly downvoted and left our community a few months after they arrived. This must have happened more often than I have noticed (partly evidenced by the large number of comments/posts now marked as written by [deleted], sometimes with whole threads written entirely by deleted accounts). I feel that this is a waste that we should try to prevent (or at least think about how we might). So here are some ideas: