I have three different 18-volt drills, two DeWalt and one Makita, and all three work fine to raise and lower the 4 stabilizer jacks on my TT. One is an impact driver, and that works best. But the other two will do the job if the battery is fully charged.
But that's the ticket - fully charged battery. And don't try to raise or level the trailer with the stabilizer jacks. Just get them down good and snug, then they should come back up with no big problem. Get the trailer level side to side using wheel leveler blocks or lengths of 2x6 boards, and front to rear using the tongue jack, before you put down the stabilizer jacks. We haul a 4' carpenter's level with us, and use it to get the trailer level side to side and front to rear before we put down the stabilizers.
If you do have a problem without not quiet enough drill power to bring the stabilizers back up, then use the hitch jack to take some weight off the front stabilizer jacks and they should then be easy to raise. Then lower the hitch jack until the rear stabilizers are off the ground, and they should also be a snap to raise the rest of the way.
Don't spare the WD-40. Keep the screw threads of the stabilizers nice and lubricated with WD-40. Then they will raise and lower much easier.
I carry 16 of this type of leveling blocks for side-to-side leveling:
RV Leveling Blocks, 8 pack - Intersource Enterprises D10-227 - Chocks & Levelers - Camping World
I haul all three of my 18-volt drills with me on RV trips, along with their battery chargers. I charge the batteries to full when connected to shore power at RV campgrounds. Then no problem with a low battery when you need it to raise or lower the stabilizer jacks.
I'm too lazy to get out the ratchet and socket to raise and lower the stabilizers, so that's why I have overkill in the number of 18-volt drills I haul along.
DeWalt is the heavy duty version of the Black and Decker. I gave up on trying to get by with Black and Decker and now buy only more expensive power tools, such as my DeWalt and Mikita 18-volt drills.