These are all valid points, yet pretty specific ones (army).
Not just army, the entire defense forces, government, education, and countless big businesses.
That total market is so big it makes Fluke still one of the highest volume multimeter makers in the world.
Speaking as one that has not been in military service but yet have had long history with small to midsize businesses I've finally come to the realization that they (managers / owners) don't care about the cost of equipment all that much. As long as the purchase is justified, and will not create problems, the cost of an instrument is not a big deal. The "not create problems" is a big deal, even a glitch of a day can cause huge budget and timing problems so going the safe route is the sane thing to do. This especially if your industry has the requirement for strict validation work and a procedure for everything including how to take a crap.
As an example; when starting out I was working with a field engineer installing a new tool. In the process he specified the type meter required for calibration, one feature being a thermal converter for AC measurements. This narrowed things down a bit and other specs even more. Reluctantly I went to the boss with the requirements and a meter that meant the specs (not a Fluke actually, but not cheap either). I was reluctant because the company was notoriously cheap even while make big bucks, but no problem whatever is needed. I was a bit shocked really.
Personally I've stayed with Fluke at most places I've worked due to the great services they provide. Note it didn't matter to me if it was a personally owned meter or one the company would own, when you are making a living with a tool there are other factors beyond price that are important. It is sort of like asking why mechanics buy Snap-On tools, sometimes they are expensive but there are also issues beyond price to consider. Service is a big one.
It is interesting too that mechanics often rely upon Snap-On for some of the same reason many of us rely upon Fluke. Things like tools with a long run time, this means if something breaks you are likely to get a relatively exact replacement. Another issue is a refined and familiar interface that keeps adjustment time to a minimal. Now this is not to dismiss that both Fluke and Snap-ON have issues, every company does. The point is they serve markets where the professionals they are dealing with have certain expectations of them.