Yes, this is the heart of the ridiculousness of the argument every time it comes up. Essentially yes, newer is better. Those opposed to change always point out some edge case where it isn't. I'm also a mechanical engineer, so I know better than anyone that not every new idea works out great the first time. But as I said, these trucks are decades old now, so we're beyond the growing pains.
I get it, you don't like them and had a bad experience. So I think to myself, "Do I trust this one anecdotal story (or even a hundred of them), or numbers like the 100,000 FMTVs the military owns, their reliability studies that show them to be the most reliable truck they've ever had, etc.?" There's really no comparison, and it just tells me you aren't interested in actually understanding. I have nothing against the old trucks. You're going to spend similar amounts of time/money/resources on old or new, so why not have the new?
If you wanted to make an actual logic-based argument why the newer trucks are worse, I think it would go something like this... The older trucks are being retired because they have been replaced, but are otherwise in well-kept condition. The newer trucks are largely getting auctioned because they are broken, or else they would keep them around longer. Both trucks are going to succumb to the age of rubber seals/o-rings/gaskets/etc. before they realistically reach the mechanical life of almost anything involved (e.g. transmission, engine, axles, etc.), and the older trucks have probably passed that life and had most everything replaced already, while the newer trucks are being got rid of exactly because those things are starting to fail (so they are going to need to be serviced by the new owner in the near future).