Small Block Oiling Mods - Are They Beneficial?

It depends on the block. This pic is one I did. I don't run HV oil pumps and IMO, having some extra splash off the crank helps the fast rates of lift I like to run. I also run windage trays so I don't consider the extra windage a big issue. In the pic, the center hole is smoothed and eburred so oil can't puddle, the outer two are tapered at the entry for the same reason. I enlarge the main feeds to 5/16 (slightly larger then size of the hole in the upper bearing shell) with a cordless drill and 12" bit. No press needed, but you need to be careful and clean the shavings out and use oil to make it a nice smooth hole.