So we did an oil change using an oil extractor thru the dipstick tube, done, all is good.

I couldn't figure out how to get the oil filter off, my brother had the idea to take off the oil feed to the filter. Or whatever it is you call that piece, took the 3 bolts off, took it out, cjnages the fikter and put it back.

When it was off i looked at the gasket and it was covered in grey silicone. Leads me to believe there was a leak there and maybe its a problem thats more than just replacing the gasket?

Anyways, we put it back started it up and lost atleast a quart of oil and the o ring on the oil filter popped off too. Maybe it was the o ring on the oil filter?  Or is it possible its leaking thru the fitting?

I did manage to mickey mouse pop the o ring on the oil filter back on. Dont know if the oil filter o ring is the culprit or the gasket?

Thanks for any advice

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Glad you figured it out.  Yes that gasket is pressurized and i would wipe just the slightest amount of silicon on it upon instalation.  the pressure bypass should keep the gasket safe though.