Waldo Street Pottery
Chumono
I think roots and substrate would fill smaller holes quickly, leading to problems. Walter Pall uses many pots by a maker that uses multiple small holes as opposed to larger ones. My teacher (Rodney Clemons) and I agree that larger holes are not only better for drainage and not clogging quickly, but also allow adequate air into the roots from the bottom. I have no science to back this claim, though I do subscribe to it.