I bought my 2210 new in 2005 as a mower and utility machine with the full expectation that I would have it until I die. I'm now 64, so far, so good. Every other machine I have purchased is used, and has depreciated as far as it's going to. In other words, as long as I maintain them, they will lose no value barring some tech breakthrough that renders them useless (highly unlikely).
Since most of my stuff is old, I do have 2 of most things so I am not out of business if something breaks. My thinking on that is that I can easily have 2 old tractors for 1/8th the cost of a new one, and still have backup in case one breaks. New stuff can break as easily as old stuff, and if your one-and-only tractor is in the shop, you are screwed from a productivity standpoint whether you are paying for the repair or not.
This fall, the injector pump on my Case started leaking, so the Ford took over all of the work. I spent weeks shopping for a good price on a pump rebuild, found it, and got it repaired, and am back to 2 good mid-sized tractors again. No emergency meant that I could shop and get the job done for $550 rather than the $1500 it would have cost taking it to a dealer for a fast repair.
Of course, the only reason I can use this approach is because I put very low hours on anything I have. If I was farming for real, I would be buying new and trading in when reliability was threatened.