Upgrading from release to the next release (4.8 -> 4.9 -> 5.0 ->5.1 -> 5.2 -> 5.3) is the only method that really works. See http://www.openbsd.org/faq/upgrade49.html
You also could consider taking a good backup of the system and do a fresh install of 5.3.
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You don't need to be a genius to debug a pf.conf firewall ruleset, you just need the guts to run tcpdump
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