I don't believe you could tell much of a difference in a geared vs hst machine with the same engines in terms of pulling. Some maybe, but not enough to sway a decision one way or the other. Both will spin the tires under enough load.
Where the hst shines is your ability to make the tractor move over the ground at virtually any speed you want without ever shifting or varying the engine speed.
If you are doing field work, keep in mind that you can adjust engine speed to get the proper pto speed and still go however fast or slow as you need. Engine speed remains constant, pto speed is constant and proper and the tractor travels at whatever speed you desire.
Think about using a bush hog or tiller and inching it right up to a tree or a fence or whatever. Or backing your plow right up to a fence to start your next row. Going to scrape up manure? Push it right up against the wall of the manure bin. Going to load a truck? Drive the tractor right up to the side of the truck and not worry about hitting the truck.
Someone mentioned the use of an hst in more and more ground engaging equipment. Big dozers use them. Very big excavators use them..and they've got Power with a capital P. Virtually all skid steers use them. More and more lawn tractors use them.
I see no downside to an hst, and I drove a gear for 20+ years.
With all due respect, don't over think this. In the tractor size you're considering, it's very unlikely that you'll do anything to make you wish you had a geared model.