I am a big fan of real nutplate tools. I have one for mini nutplates. If you don't have a real jig, or are too cheap to buy one, here is an idea.
I took a #8 screw, and hacked off the head. I shortened the threads so I would not have to screw too far into the nutplate, just far enough that you get a little locking action. I ground flats on the shank so I could screw it in until it bottomed:
On your part, don't drill to clearance size yet. Drill to a nice slip fit. Then put your "tool" in, drill the first hole and cleco, then drill the second hole.