I've been practicing this in an urban yard. It all applies at any scale and climate.

Have you given any thought to using the equipment to give lessons to people who have never been near heavy equipment, much less used heavy equipment? It would be necessary to check with an insurance agent about liability insurance for hands on lessons. It might also help to talk to a pilot to find out how the academics works for ground school. Then come up with an academic program appropriate to handling heavy farm equipment. I read a book years ago entitled The Farming Game. I forget the author's name. At the end, he mentioned that he had seen more farms fail because of lack of mechanical aptitude than for any other reason. I have zero mechanical aptitude. So, I decided to just stick with small scale gardening. Disappointing as it was to admit, it was the right decision to not go into farming. Because, there just wasn't any one around to teach the skill sets for heavy equipment.