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I'm not sure. But what does happen when I first do pass in port 22 (overload <table>) and then block in quick port 22 directly after (note the quick in the block rule)??
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Last matching rule wins, but why pass then block? to create the table? use "pfctl -t tablename -T show" to see if your table is poplulated, try and hit port 22 for a login first to get at least one in there.
I posted to the PF mailing list, hope for a good answer.