I have about the same situation as you. I am 67 and have 15 acres. For forty years I have been using a 60 year old Ford 850. For some reason, I decided to get a new tractor this year. Of the two tractors you mentioned, I chose the JD 3038E. It will out work my old Ford on so many levels but I have found a couple of drawbacks. First, let me say, I didn't spend a lot of time comparing because the Kubota dealer just didn't have a good salesman. The reason I said it will outwork the Ford is because I will actually get on the thing and enjoy it. The Ford had no power steering, was manual, and hard to get on and off. It also had no front attachments. The JD has all those things and is a dream to operate by comparison. It is a MUCH lighter tractor than the Ford so if I had to pull a truck and trailer out of a stuck situation, the JD would be just too light. I absolutely love having a front loader and have worked mine a ton. I also bought a grapple because I spent a lot of time this summer trimming a couple hundred large trees to about ten or twelve feet high. The grapple, from Everything Attachments, is the single most useful item to pick up many tons of branches. So, here is my main complaint on this model of JD and it could be common with Kubota too ... it seems VERY tippy to me. If I am on any slight incline and have the bucket or grapple above the height of the hood, and make a turn, I feel the whole tractor could tip over. I had my rear tires filled with methanol for a couple hundred dollars and that seemed to help considerably but I still am very cautious. I am talking about very slight inclines. Also, Kubota may be the same, the JD needed a 3rd function valve added to use the grapple. That cost about $1,200 more. The standard setup on the 3038E allows you to lift and lower the bucket and tilt it up and down. With a grapple you also need to have the ability to open and close the jaws of the grapple and that is what the third function valve does. Here is what I believe ... my 60 year old Ford 850 will still be running and serving someone nicely in 60 more years. I don't know if I can say the same thing with the new tractors with their on board computers, etc. I am seriously considering buying a snow plow for the front this winter even though we sometimes don't get snow in the winter. Good luck in your decision. Seriously, I think you should tell either dealer you would like to try demoing their tractor on an incline and lift the bucket about five feet and make a turn to see if it feels like it will tip over on you.