ZBoogie,
I have been looking the same as you. I really wanted a JD, I went and looked at the 1026r I really liked it but was afraid it was a bit small. I then looked at the 2000 series which were nice. I figured I better check out Kubota as a lot of my friends have them and say that you get more for your money. So I went to Kubota they gave me a better price for a loader and tractor B3200hsd, which is 32 hp and is a much bigger more capable tractor than the 2000 series JD. So take a look around and definitely drive them. I drove both JD and Kubota and as much as I loved the Green, I am choosing the Orange. Good luck shopping Oh I should add that Kubota has 0 for 60 and JD is only 0 for 48.
That was one of the machines I considered as well. The price point of the machine was ok, but adding implements to it drove the cost way high, way fast. That machine also has a 32HP motor, and I can do the exact same amount of work with my JD with a 26HP motor... Hmmm
As others have mentioned - the 1026r is a great Swiss Army Knife machine. Does lots of stuff, does it reasonably well, and keeps the cost down a bit compared to larger tractors. But, it absolutely doesn't do the same work as the CUTS do. Smaller mowing decks, smaller 3PH capabilities, and lower lifting capacities with the loader.
When you're evaluating a new machine, I always recommend that write out the tasks that your machine will need to go regularly and buy a machine based on the heaviest regular work it will have to do.
If you're going to still have someone else do the brush hog work, don't buy for that capability unless you want to someday take that on yourself.
When deciding on how much loader capability you need, look at it from the perspective of "how much mulch will I put down every year, how much does a bucket-worth weigh, how far do I have to move it, and how many loads do I need to be done in?"
If your terrain has a slope to it, you need to be considerate of that for moving across the slope. Sure, a very large machine will drive the mower deck, but will it stay upright on that slope? You may be well-served by doing a dual machine thing - get a garden tractor to mow with and a small CUT or SCUT for everything else.
If you go the route of a SCUT or CUT from JD, I implore you to leave $1,000 aside to get yourself a set of Artillian JDQA Pallet Forks. They are immensely useful.