Well Dave we are splitting hairs in a larger picture. What happens is that the water and hull surface squats with larger rounds since there is hull still dragging off the planing water. The more area of boat in the water, the more drag. Some folks actually use a larger round over. 1/4" is really nothing but can cause some issues with glass laying right. But most folks go back and clean up most routered edges and with transom angles in most cases a small bit will not actually round over the edge enough to lay glass across the edge without some voids either. In most cases small edges requires some nursing to make sure there are no voids along the edge.
In many cases when I only use finish cloth, I will actually glass after using a round bit over at least a 3/4" edge and then blend a really thick mix, place along the edge and hand lay the glass over the edge without using the roller that I wet out bottoms with. Pull the cloth down and wet along the upright plywood and pull gently into the resin and then wet out. The glass will actually pull some of the resin out too if done right. SO the need for a rewetting of the cloth is not really needed to acheive a hard bond in some cases.
The reason I subscribe to this method in plywood boats is to make sure that the end grains do not starve the small amount of resin thats required to wet out the thin cloth.
When using biaxall glass with a matt backing, this glass rolls over nicely and will require more resin and will hold more resin with the bulking up materials. This allows for any uneven areas to be filled and not have the issues with pinhole voids that you get either.
As a side note, large surfaces do not always allow for folks to just reach over and use yellow squeeszzzes,

and for me I cannot afford to get my face over the toxic outgassing of the resins since I am so alergic to the crap.