Compared to keeping an AC winch motor out in the field, where it gets covered in snow, rained on, collecting dust in the summer, all for the 1 or 2 uses per year average when it suddenly must be 100% reliable.... I am happy with my power drill and an extension cord. If anything goes wrong with the drill, I have a spare, and the change-out takes 20 seconds. Failing that, I also have a hand-crank that I can put on with two wrenches in 5 minutes.
On the other hand, if something goes wrong with an AC winch mounted motor, repair could become very inconvenient, especially if the tower is only 1/2 way up at the moment.
But don't use a cordless drill. Nearly burned up a battery pack trying to raise the tower with one of those. It has to be plugged in, though I admit the long extension cord becomes an issue for some folks.