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Chances are that there is a rubber O ring stuck in the channel the filter seats into. Remove the filter, take a scribe or something like a scribe and make sure there isn't an old O ring stuck up there.
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Why does your 99 Tahoe blow the oil filter right off the engine?
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What would make an oil filter pop off on a 1999 Chevy Tahoe?
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Your 1999 Chevy Tahoe 350 4x4 keeps dumping oil at the oil filter gasket?
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