I've use a 18V Dewalt a few times to raise/lower the roof, BUT before cranking with the drill, I turn it manually to make sure the bolt is free using the drill. And I make sure to keep that bolt heavily greased as recommended by the manufacture.
And yea, cranking by hand is a long process; using the drill is a lot longer than using the winch motor.
Trailer: Lifted 228BH, heavy duty springs and Yokohama tires
TV: 2016 GMC Sierra Z71 4x4 CC, SLT
Spare TV: Two Alaskan Malamutes
Living somewhere in ID; previously lived in Moab UT; previous to that, don't ask!