Drilling holes for a homemade stick?

I have two boxes constructed for sticks that I made about a year ago, and I need to drill in some holes for the button and the stick. I am going to be in Seattle more often now that summer is over, so if someone can help me with that, it would be awesome.

They are sort of large boxes, kind of like Mas Stick size, and I think Happ or competition convex buttons. I would prefer a SF Anniversary stick layout, and I can print out the template, but it would be great if someone who has done this before could help me for the first time so I don’t mess up. I have a PS2 controller board, a competition stick and 9 buttons, so it would also be cool if maybe we could get it working at the same time?