Late comment, different perspective: It depends on the size, power and applications intended for the tractor as many have said. Narrowing to the smaller tractors, well under 100hp, there are several things to consider -- how many ranges for the HST?
One scenario: In the small 20 some hp machines 2 range is common. You dare not start down a steep river bank expecting to back up at a crucial point (in 4WD where you have plenty of traction) in high range because it will sit there and hum rather than get you back up the bank and the #$%^ brakes are worthless (removing your ability to shift to low range). Yes I mean
BX2200 and similar.
Another scenario: 25 to 45hp or so, 3 ranges. The 3 ranges make a huge difference and can be tolerated, even sometimes an advantage, esp. if doing a lot of loader work. I can see many machines in this size/hp being attractive as hydros.
Another: 50 to 90hp or so -- If I go in and out of steep gullies and 50% grades wanting to hold the tractor, ease it down, etc. while bush hogging (or operating a boom cutter in less steep spots) I do not want any part of a hydrostatic machine. Gears mean definite contact. Hydro means maybe. Not for me.
It does not totally apply across the board, but I've seen an automatic tranny motor home get stuck in mud and with the accelerator floored it sits there and hums. I've seen small 4wd lawn machines put me in danger trying to get back up a creek bank -- sits there and hums. With a stick you can at least spin tires and cause them to turn when you need to.
If I ever replace my 81HP 4wd utility tractor I guarantee you
it will not be with something that might "sit there and hum."