On that Deere, I would recommend seriously using all manufacture recommended filters, oils, coolants, and write the number of hours on the filters at each change, so that you have a visual record. Check coolant every day of use. I run my Ford for 12 hours on end, so a season can add up to many hundreds of hours of use.
I don't think anyone needs a new tractor, but honestly a fork lift is a blessing. An RTV is a blessing if you have to walk a lot otherwise and a truck is not practical. I use a water trailer to keep dust down, which is a necessity in California.