I think we all had no problem growing up being ready for IT, and my parents can do taxes online.
Forcing kids to do everything online in school and at home is what's fundamentally new and wrong here. There is no option of paper. Of course, unless by "real world" we mean an army of zombies training somebody's else AI and consuming reprocessed digital matter...
I wish Chromebook was only a calculator at school, but kids do research, write essays, projects, solve puzzles - pretty much the whole homework process is now moving online. Instead of really thinking and planning, you're clicking buttons, writing WYSIWYG and drag'n'dropping things around. That's not how we've learnt, and research says there is evidence that inhibits cognitive development. Folks really on top in SV are perfectly aware of that, of course.
What's horrific, also, is that all this is heavily subsidized by vendors like Google. They know they're investing into raising a user base, so open solutions have no chance of competing, not to mention being ready for the task.
This is radically different from microcomputers, the Apple IIs, ZX Spectrums and Commodore 64s that boosted our generation.