Isn't it subjective? You have what seems to be a good working relationship already. Would seem you should just work together, get it so both are satisfied and leave it at that, perhaps letting him know that things related to his use, say ruts or whatever it could be, should be on him if its caused by what he is doing? Keep it simple. I don't mind that work if its caused by someone else as long as its not too expansive, just something that needs to be done, takes a little seat time, who does not like that LOL ?
I worked on rented land for the farmer I used to help, I don't know if there was any details as to maintenance, but we cleared perimeters, fallen, storm damage trees, leveled ruts, graded roads leading into fields and took into consideration that the owner was or could be fussy about things, so I used care when doing this work. Top of one field had a memorial, made sure to stay away from that, other areas were marked as wild life or some other kind of similar designated area, we respected those boundaries and was cognizant of what I was doing when clearing at all times, getting off the tractor and observing the area in which I worked. It was not much of an expense for the farmer, and would last for years. I was careful around trees. We had a guy who was bringing clean fill to another property the farmer owned and he dropped off the dozer as a favor, so I could fix ruts, grade and improve drainage, days worth of fuel, took care of all of that.
Here at our place, I am fussy about trees and clearing. I want to know what is being taken out or how its being done, simply put, I just want to be there, if I am not doing it myself. The guy I used to help, his brother was doing that for him before I took it over and he took out some old buckthorn I wanted left, surely nothing to get upset over, but I wanted it done another way, so had I been there, I'm sure it would have been fine. The branches protuding into the field, I'd have trimmed those, instead of pushing them out.
Adjacent lands are in lease to the large operator in town, and he came out with a wheel loader to knock branches off. I immediately went right out there to watch and let them know please do not damage my posted signs or old fence, had I not been there, may not have been the case, friendly little conversation is all it took, they can get carried away, could have toppled trees and or brush into my perimeter blocking the path, which is not easy to see, of course mother nature does the same darned thing, you can't win LOL !
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