340 in a 1966 valiant, remote oil filter woes

I also have the same remote filter set up as you are describing and by the sounds of your post, we also had similar issues. I was fighting a leak for quite some time.

Ended up tightening the hell out of it and it finally stopped. I pray that it doesn't come loose and dread the day I have to tinker with it again.

This was about 3 years ago now and have not had any issues with it, was a son of a gun to get it right though