Well ... 17 years ago.

"Over roughly the same period my day job has changed and transitioned me from writing thick clients in Swing to big freaking enterprise web apps."

I mean, the web kind of won. We just don't have a simple and useful way to design for the web AND the desktop at the same time. I also use the www of course, with a gazillion of useful CSS and JavaScript where I have to. I have not entirely given up on the desktop world, but I abandoned ruby-gtk and switched to ... jruby-swing. I know, I know, nobody uses swing anymore. The point is not so much about using swing per se, but simply to have a GUI that is functional on windows, with the same code base (I ultimately use the same code base for everything on the backend anyway). I guess I would fully transition into the world wide web too, but how can you access files on the filesystem, create directories etc... without using node? JavaScript is deliberately restricted, node is pretty awful, ruby-wasm has no real documentation.