Indeed tractors are not foreign to me. When I learned to drive, it was on a manual gear tractor, and I had to stand to be able to reach clutch, throttle and brakes because I was still little. Oh yes, it was a Deutz D 60 06, which is still in our family! That is growing up on a farm for you, which was paradise for me! Wish I could be a farmer, but unfortunately there are many reasons speaking against this...
Yes, I indeed will go very slowly, and was already thinking of mowing high. But I really like the idea of using the bucket as feeler!
My guy has some valid points going for going used. For instance we will need to keep the mower outside for now, as we don't have a shed yet. So if the used one rusts a little more, so what. Another reason for him to go used is again related to the cutter being parked outside: An old one is less prone to grow legs than a shiny new one... And there is the fact that the hill to be mowed is still in rough shape. I just am afraid of getting equipment that needs lots of work before it is functional, or that breaks first time around. We will see how promising the used mower is. Will know more tomorrow night.
About going with heavier equipment: I don't want to go heavier than the RCR 1872, as I plan on staying in comfortable PTO hp range for the tractor.