I've been doing more research on fiberglass. I learned that when drilling holes in fiberglass you have to use a countersink so it won't crack the gelcoat. How does a countersink prevent cracking? If I have a hinge and I drill a screw through the hinge and into the fiberglass would it cause cracking? Also people will drill the holes with the drill in reverse. Will that change how the holes are made in solidworks?
Eric, I don't work with fiberglass personally but if I had to guess why countersinks are required you can look at many different industries to find the same result.
Aerospace applications for instance typically have the same requirements and the reason behind it is what they call a "stress crack". Essentially, a crack is more likely to form around an edge that is considered "square" or "sharp". In the aerospace industry we see callouts for included radii or a corner round which is a convex radius on top of a hole. This isn't always something that is easily reproduced as it is modeled so occasionally countersinks are substituted.
As far as using a drill in reverse ... While it may be better to machine certain materials in this way (we do the same with Delrin©) the design of the hole should not be affected or compensated for due to the "technique" used.