The two holes are consistant with the person/supplier when loading the roof shingles being a little too aggressive or inexperienced and dropped the bundles on the roof instead of laying them down.
Roofers/ or the supplier when handling these very heavy bundles
Should learn to drop their bundles on the roof softly.
I would say as long as the roofer didnt shoot any nails through these spots where the wood got knocked out
That you will be ok.
This issue is something that should be at least complained about so that the roof loading person responsible will learn that he did do damage to the roof sheeting and will try not to do it again.
OSB sheeting is especially sensitive to this when the decking doesnt meet together at the peak
Because the original sheeting installers didnt do it
Or the peak hole has been cut out in order to install ridge venting.