Is this even possible in our modern day world, where there are constantly breaking updates and security risks that need fixes (look at the recent log4j debacle, for example)?

Because while sites like TPB and even HN don't outwardly change often (for example, if the UI works it's generally left that way, without a redesign every year), there is no doubt that they still take attention and effort to maintain, keep running and more importantly, keep running securely.

Of course, if you're talking about the domain complexity (which you need to deal with) vs accidental complexity (which you introduce because of either lacking knowledge or chasing after the latest and shiny technologies), then i fully agree with you in that regard! That's why i rather enjoyed the "Choose Boring Technology" talk: http://boringtechnology.club/