1. Site added to block list.
2. Site removed from block list due to DMCA takedown request.
3. Site block by new rule added that doesn't target it directly.
I can't imagine any judge or jury looking at that sequence events and then taking you seriously when you say "I didn't intend to block the original site".
The parent's point was more along the lines of: people in the tech world need to stop looking for technical solutions to all problems. Some problems are social problems, or legal problems. They should be solved directly, not with awkward (or possibly illegal or at least tort-worthy) workarounds. We talk about chilling effects and corporations engaging in anti-social behavior when they threaten open source and the open web in particular, but attacking social/legal problems with technological workarounds is itself also anti-social.
Not saying that technological solutions are not useful sometimes. In the short-term, you can often make a bad social or legal problem less bad by using a tech workaround, while simultaneously taking the long slog toward fixing the root of the problem. But putting tech band-aids over our problems and then walking away will only hurt us in the long run.
However I think what actually happened was that the business is operating paywalls/"anti-adblocker-walls" for other sites - so they claim that blocking them constitutes "circumvention of protection devices" for their customers - which indeed would be far severe for adblockers if confirmed by a judge.
(That's my understanding, though I might have gotten it wrong)
I guess the bottom line is whether one is forced to blacklist/whitelist a site and what means are permissible. If its simply about the site name appearing literally then a workaround would seem easy enough and one couldn't claim uniquely singling out because the filter applies more broadly. Of course the intent is the same in both, but I'm not versed enough on DCMA issues to know how intent plays a role in this field. Your point actually makes me curious about the legal field more generally and just how pervasive intent is and what areas of law it plays a role and which is does not.