I totally get what you're saying, I guess I just have different values (for lack of a better term) where this stuff is concerned. My ideal job would have me bouncing between different operating systems, hardware, and languages all the time. For career reasons, and just to feed my curiosity, I have a fear of getting too comfortable with any one workflow/language/OS/etc. Plus familiarity breeds contempt- every time I thought I found the perfect anything, it was only because I hadn't been using it long enough to hit any of the pain points.
I've come to feel really strongly that there is no one right answer when it comes to those things. Sometimes there are wrong answers (I wouldn't write a word processor for a desktop OS in assembly if I didn't have to), but rarely is there ever one right answer, and there's usually something to be learned from all of the viable alternatives. If I get too used to one particular environment, to the point where I refuse to use anything other than that one environment, then I would feel like I was missing out on a lot of cool stuff by ignoring the rest of the computing world.
The other side of it is that I've also come to feel really strongly that a lot of the tweaks and optimizations that people swear by and obsess over with (for example) their editor configs aren't actually improving efficiency. When I've gotten into deep configuration and automation and optimally efficient usage of vim or emacs, it felt like I was more efficient, but in hindsight I don't think I actually was. I might've saved a few keystrokes here and there, but at most the extra keystrokes I shaved off were annoyances, and not meaningful impediments to my efficiency. I spent so much more time learning how to shave off those few keystrokes that it's unlikely that I'll ever get it back via repeated usage of what I learned.
That's just me though, everybody's got different motivations for why they do what they do. I would like to think that all of the above comes from hard-earned experience, but it's just as likely to be my own preferences and values. When you get super old like me, you get to pass off your personal preferences as genuine wisdom learned the hard way over many long years. :)