Nick Hull writes:
I've raised telephone poles over 20' singlehanded. I 'balance' them
across my carry-all and flip them up while they drop into the hole.

That sounds like it would work great.

If the
hole is soft-sided you might need a board to keep it from digging in as
the bottom slides into the hole.

South Carolina red dirt during a dry season has similar compressive
strength to concrete g...

-Mike