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Definitely clean the holes out first. You will probably break the screw head(s) off and have a major hassle getting the broken screw(s) out. Don't ask me how I know.
Got it on with ease. Went back to the hardware store (we finally have a local hardware store again) and got a 1/4 x 20 self tapping bolt and three stainless steel 1/4 x 3/4 bolts and lock washers. The self tapper worked great to clear the threads. Took a little muscle, but no problems at all. Gonna give it a test ride tomorrow to see if there is a difference.
Removing the air dam evacuates heated air and provides some relief in 70+ temps. Why whould you put it back on now? I took mine off in the sping,thus allowing \\;more cool air for the top end.
Is everyone sure those are 1/4x20 screws? I had to use metric bolts on my 08 SG...maybe that is why you have to use a tap to clean out the threads first. No tap, no thread chaser, no problem....