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It's difficult when using thick new gaskets made for the H5 headlights...
Try bending the top inner rolled edge of the ring lip down a little so there's more of it hooking onto the tab on the top of the fender/headlight bucket. They are made of brass and be very careful not to chip, lift, or wrinkle the paint or you'll have to repaint the rings afterward.
Also make sure the screw on the bottom is not cross threaded so the screw is going in at a higher angle then it should.
It should be angled down quite a bit, so much so that a foot and a half long screwdriver is easier to use on it because the handle will be out in front of the bumper as your using it providing more room for your hand on the handle.
If that doesn't do it try bending the tab that screw goes into forward a little so the screw angles down more which will help hold the ring lower in the bucket so it hooks on the tab better.
And, push down and back on the headlight ring while tightening the screw so it is hooked onto the tab on top as good as possible and compressing the gasket a little.
Going over bumps will pop them off if the top of the ring isn't hooked behind the tab on top... it's a very weak design, and someone could quickly steal your headlights by removing that one bottom screw.
It's unfortunate they aren't made as solid with a cast aluminum frame and held on with the 4 mounting screws behind a trim ring the same way as the crappy light output 1987 on, made for USA, DOT H5 headlights
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