"Mother Earth News" is a good resource:

(1984) https://www.motherearthnews.com/homesteading-and-livestock/d...

> Some people ... got their rig stuck three different times in their first well! As they wrote, “We recognize that many of our problems are due to our inexperience …. But our inexperience is not much different from yours.”

They have many other articles on the subject; but I'm fond of linking to this one in particular.

I helped dig that well. And several others. The fellow in the middle of the picture there is my dad.

Using the gantry rig pictured in the article was much easier than just the engine unit (much like a post hole digger they sell in stores now). One of our crew was a gifted machinist who ran that up after we bent the several pipes trying to dig without bracing.