Sawhorses work just fine. I never clamp down the skis.
Hand-drill,
If tapping, which I always do (both because I have the tap and also because almost everything I own has lots of metal) I tap with the drill too. [I also run with scissors, so YMMV.]
Flip the ski over, tap out debris.
Whatever glue you have/want. (I always inject epoxy in the hole with a syringe/luer-lock-tip.)
I usually put in the screws 95% of the way down with the drill too.
Final hand tighten all the screws.
This isn't hard, though I have lots of error room, because of the burly skis I'm usually mounting.
Less burly? Just dial down the aggressiveness/force a bit.
If you're at all worried, do a test run on a cheap 2x4 - you'll work out any issues in the test.
You got this.