Would also recommend sandwiching the plates as a 10mm drill will roll burrs if not razer sharp. It will not be sharp for long either if you run the drill speed too fast. If they burr you will spend even more time removing them….
Packing them 50 deep will work but you will need to keep the drill point cool, downside is the pilot drills will almost certainly wander as it will keep hitting 51 skins of plate, the bottom plate could be a long way out of position as the larger drills will follow the original hole.
If drilling on a mill I would recommend drilling 3/8" (9.5mm) and sizing with a 10mm end mill, if sharp, it will leave a size hole and the edges will be razer sharp and burr free, it will also align any errors caused from drill wander.
Trevor