>> Party A discovers very high probability evidence that Party B is committing crimes within the property ...> This isn't accurate: the hashes were purposefully compared to a specific list. They didn't happen to notice it, they looked specifically for it.
1. I don't understand how the text that comes on the right side of the colon substantiates the claim on the left side of the colon... I said "discovers", without mention of how it's discovered.
2. The specificity of the search cuts in exactly the opposite direction than you suggest; specificity makes the search far less invasive -- BUT, at the same time, the "everywhere and always" nature of the search makes it more invasive. The problem is the pervasiveness, not the specificity. See https://news.ycombinator.com/user?id=aiforecastthway
> And of course, what happens when it's a different list?
The fact that the search is targeted, that the search is highly specific, and that the conduct plainly criminal, are all, in fact, highly material. The decision here is not relevant to most of the "worst case scenarios" or even "bad scenarios" in your head, because prior assumptions would have been violated prior to this moment in the legal evaluation.
But with respect to your actual argument here... it's really a moot point. If the executive branch starts compelling companies to help them discover political enemies on basis of non-criminal activity, then the court's opinions will have exactly as much force as the army that court proves capable of raising, because such an executive would likely have no respect for the rule of law in any case...
It is reasonable for legislators to draft laws on a certain assumption of good faith, and for courts to interpret law on a certain assumption of good faith, because without that good faith the law is nothing more than a sequence of forceless ink blotches on paper anyways.