I, as well, have always used a speed handle for engine priming.
Your problem is demonstrating why it is a better solution.
It is easy to turn the speed handle to get oil to pump. Plus, with the speed handle, you get a feel for what is going on - you should have a smooth motion through each revolution. You will feel if something is wrong, such as metal or grit in the system, which you would not feel with a drill motor.

Ryanf, if it doesn't turn easily, something is wrong! Don't get a bigger drill, you will just make things worse. Find out what the problem is.

Robert


AAR 4-speed 3.91, Tor-Red;
70 440 6 pack Roadrunner 4-speed 3.54, Plum Crazy;
68 Formula S conv 383 4-speed 3.23, Electric Blue;
69 Barracuda conv Slant 6 OD4 2.94, 71 B5 Blue;
78 Lil' Red Truck, Red;
70 Challenger S/E. 505 6 pack, Passon 5-speed, 3.55, B7 Blue