For clarity....I'm reading this like you DID countersink the holes in your fiberglass and dimple the metal parts for 100deg hardware prior to paint.....and you are asking if the paint will flake when the screw goes in:
'If' you have 'good' paint/primer your paint will hold nicely under the screw and will not flake off with the 'normal' torque required to hold on your wheelpants/fairings/inspection plates/wingtips. However....if the parts come on and off a lot you will eventually see some 'wear' under and around a screw or two. Another option is to use tinnerman washers (use stainless only) under each #6 or #8 screw. These will not only spread the load around your fiberglass but they will protect your paint from the screws on the items that are frequently removed (wheel pants).
I would avoid 're-countersinking' your holes. This will leave a sharp edge of paint that WILL eventually offer a place for the paint to start flaking.
To 'test' your paint I recommend you insert a couple of screws in less visable areas first. Carefully torque your screw onto the paint and see what happens

. If the paint holds (it will on 'good' paint) then move on. Be sure to have the mating surfaces flush and NOT use the screw to 'pull' the surfaces together as this will put undo stress on the paint under the screw head.
If it turns out that you do NOT have 'good' paint the above may not work(I've seen this many times on 'new painter' paint jobs) then go with the tinnerman washers. They actually look quite nice.....but again....use only stainless washers.
Quote:
Originally Posted by Webb
At the request of the painter when I stopped by to look at the progress, he asked that I take the smaller parts that are finished to get them out of there. His work is outstanding.
As I looked at the inspection plates and wheel fairings, I am wondering if I should do a light touch on the hole with a countersink before putting the screw in. My fear is I'll "crack" the paint when I set the screw.
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