I'm glad you are keeping the Ford. You don't know yet how lucky you are with that. It was from the "golden age" of US tractors, and should last your lifetime if maintained. Few tractors are built so well today, and none better. With the implements you have it is even better.
So I would say to make maintaining that Ford your #1 tractor priority. I know it's not sexy or new, but get the Operator's manual (ebay), get back into regular greasing, oil & filter changes.... and a clean fuel source. Try to put a tarp on it after use - tractors are susceptible to damp and rain water runs into all the wrong places. Weather ages them faster than work. Just basically put out the effort keep it up as your #1 machine and everything else becomes easy. I guarantee you will be a long time - if ever - finding another one that good.
Ask yourself, what it could use right now to make it better & make you have more pride in it. How about the seat? Cushions are cheap. So are good batteries.
If you have done that much work with the Ford already, it is a proven keeper. Time to put some money into it to make it stay that way. I know this because we still have our older JD. I see what we did right and what wrong.
As for a smaller "handier" tractor I definitely agree that you will end up with one - at least most of us do. It's the "chore tractor" rather than the workhorse. I Don't know what that tractor will be - but everyone makes one so there are lots of options. It will be a lot lighter, 4wd, 30ish HP, maybe HST or maybe power shuttle shift.Gotta have power steering, and a Cat I 3pt hitch will be enough.
Don't be too quick to form opinions, there is good in them all. The Ford is allowing you to take your time and I'm betting that will save you more than you spend on upgrading the Ford's maintenance in the long run. What are you leaning toward right now?
luck,
rScotty
rScotty