I have a 2010 2320. I'm not a real heavy user - it has almost 300 hours on it. It's been trouble free. Maintenance is very easy except the driveshaft front U-joint. It's not in the manual, it's in an addendum that I never got, I just ran across it on the internet. Recommendation is every 200 hours. I do it every fall before I get into snowblowing. It gets easier everytime but it still takes a while.
As far as operations, I do a lot of mowing (62D), a bit of landscaping ground work, and I use a 60" 3 point snowblower and the loader to move snow. It's been everything I need but it's not a real heavy tractor. I've been using my box blade as
ballast but I'm in the process of building a heavier ballast. With just the box blade, it's pretty easy to lift the rear tires. (Tires are not loaded because I use it for mowing a lot.)
The mower has worked well. I mow high because I have very rough lawns, so I would like the height adjustment to be finer increments at the higher positions, but it works OK. I don't understand the concern about mowing in high. I only go to low range on one hill on my property and I actually shift into 4WD on that one to keep from spinning and tearing the grass up. On flat ground I'm only limited by the roughness of the ground. On smooth ground I can mow at top speed. Originally I had a problem leaving winrows of grass clippings but gator blades solved that.
Mowing in dry weather, I now stop every half hour or so and clean the radiator screen. It can really build up weed dust and I worry about that. The air cleaner stays clean though. Filling the gas tank with a 5 gallon can is a bit of an effort. When I get a little older, I may have to go to smaller cans. I don't know if other tractors are much better.