WA4OSH: For what it's worth, that bothers me too - but you can see it in DMR all the time
"How do I sound?"
"You sound great, like you're right next to me!"
I think this stems from a patent distrust of all computer systems - we can't even get printers to be reliable, so the amount of trust humans (but especially hams) have that a massively complex linked digital network will work as expected is fairly low. I write software, and I'm not so sure they're wrong.
I think the voice-based radio check is going to stick around for a while. It's basically the best integration test you can have.
What you can do, is reply to them in a humorous way:
"This is WA4ABC, am I getting into the repeater okay?"
"WA4ABC this is WA4OSH: Nope, I can't hear a thing! Have you tried tuning your confabulators?"
Sometimes they won't get the joke, just be gentle with them if that's the case.