If I'm right about the HN readership, gwern.net articles are going to receive upvotes from a much larger population than just the intersection of HN and LessWrong. Furthermore, if there is cohesion with respect to gwern's stuff, then that cohesion would either disappear when it comes to other submitters (if it's simply tribal allegiance) or we'd see it with other articles of interest (if it's based on shared interests).

If the cohesion disappears with other submitters, then any voting ring detection would have to be overly sensitive to pick up on your love of gwern. We'd hear about a lot of false positives.

If the cohesion is strong enough to warrant mention and it persists across other domains, then you'd probably see some trouble even without gwern.net submissions.

If daringfireball upvoters never got banned, I doubt you have anything to worry about.

Do you actually click on the link? Do you read some of the text, even if it's just a couple of paragraphs? Then I don't see a problem.

If you just upvote without bothering to learn what the article is about, then I think it beats the point of the voting mechanism.

Otherwise, there should be no problem, no?