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I didn't read all of the replys, so, sorry If it's a repeat. They make an inexpensive pump you can run off of your drill. Needs two female hose fittings. I use mine for exactly what you're asking about and other little things like pumping the oil out of my brush hog gearbox, or oil out of my...

Digging that many holes I'd see if the local rental yard has a 3ph post hole digger you can rent. It might even be worth a half day rental to rent it mounted on their tractor. Sure save some wear and tear on you and your helper.

Building reclamation/salvage place. They'll have light poles, boring ones and decorative.

Send her a message and tell her, "Good grief!! I'm going to be in Roanoke on business/family/vacation (doesn't matter) and can inspect it then and pay with cash. Just let me know when and where". Or something along those lines and it either moved, or you won't get a reply. But it's definitely a...

Why not rent one and give it a try? The worst thing that could happen is you'll like it and spend $3500!! 🎉

Update. Remember. My issue is on all relatively flat ground. My experience has been relatively successful. It's not like driving on well maintained gravel or blacktop road, but it's NOT like driving on a sheet of ice, even though I am. At 10 and 15 mph I'm not sliding around looking for my tires...

I know this is an OLD post, but I had the same question. Until today when I used my disc harrow on my driveway and road. About a quarter mile. It helped but didn't break up the ice. So, for context, my parking area between buildings is 80x80, plus or minus, and flat. Couple feet of snow...