I never drill holes with out a spotter. Neverrrrrrr.
If I have a number of posts to set, I get a helper and trade off tamping and leveling. Building fence and serious repairing fence alone is a drag.
I have had to replace wood posts in line. To protect my woven wire fence, I have a half sheet of quarter inch plywood, ie 4by4 feet. I have an inch and a half by inch and a half piece screwed onto the back side of the sheet, six inches from the top, for my helper to use. It allows him to help postion the sheet against the fence so that the auger doesn't foul the fence. Works like a charm.