I have to drill 500 holes with a #1 drill (0.2280 dia.) in mild steel
in cramped quarters on a truck. I will have to drill these holes
sitting and reaching out nearly arms length in front of me. It is very
tiresome to put the proper pressure on the drill.

I would like suggestions:

1. The best way to accurately position the drill (some kind of punch
to dimple the steel?)

2. A way to put the pressure on the drill without the stress of
applying all the pressure myself.

Thanks for any suggestions