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A teeny bit of engine oil on the o-ring should help. You definitely should not be able to see the o-ring at all. Try lubing them up and pushing funkin' hard. I understand the concern of possibly damaging parts that you paid a lot for, so take your time and keep at it. Looks like you're working on quite a stout build-up over there. Hope it turns out great!
cheers,
C
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