Linguist here. I think you over-estimate the linguistic change in the last century. Sure, there's new vocabulary for new things: spacecraft, hybrid (car), email, covid-19. But syntax and morphology have hardly changed at all, and you can still read Mark Twain (more than a century old) just fine, even the dialectal parts. And while we can't run the experiment backwards to see if our language would be muddy to them, I doubt it (again, apart from new words for new concepts).

Whereas the changes this thread is talking about have been major UI changes in the space of 10 or 20 years: loss of standard menus (I'm looking at you, Microsoft Office), hidden functionality, etc.