Anecdotally from living there for a few years, it was way more common to meet older expats living there with little to no Japanese than it was to meet younger expats, so long as they weren't totally brand new. There's quite a few people who went there during the bubble period that seem proud of the fact that ordering a beer is the extent of their Japanese despite living there for years.

Its much easier to learn the language now with the internet, and Tokyo offers near free lessons all over the city that are staffed by volunteers. Had one friend who came in with absolutely zero Japanese and by the end of his first year was understanding conversations. I see the opposite happening.

I actually agree with your point of view, too. It is getting easier to learn languages and the number of resources only grow.

There are two simultaneous trends. On the one hand the number of people who expect people everywhere to accommodate them in English is increasing. Their ability to remain in an English bubble is stronger than ever, thanks to Netflix, Google Maps, Spotify and online news sites. On the other hand, those who are motivated to learn are making more progress than ever before and they can get very, very far before moving abroad.

We have the same trend with computer literacy. There is a generation of people who have grown up with impenetrable walled garden mobile devices and would be completely lost on a command line. There's also a subset of that generation who has learned more about computing through MOOCs, Github and YouTube than their parents learned over decades of practice that early PCs essentially forced upon users.