It does, and my own decision to pursue Linux (in the mid-1990s) was based in large part on seeing multiple cases of earlier proprietary tech knowledge (CPM, DOS, classic Mac, MVS TSO/ISPF, VMS, MS Windows) either be made obsolete or limited to specific hardware or system vendors.
By contrast, Unix, in its BSD and GNU variants, was vendow and hardware independent, and by the mid 1990s, Linux was pretty clearly its successor.
Editor / word-processing tools have been especially telling. I've used and often been expert at: DOS Edit, EDT and EVE (both VMS), MacWrite, Wordperfect, Wordstar, MS Word, AmiPro, Notepad, MS Write, Aplixware (an early Linux office suite), and multiple variants of Libreoffice (StarOffice, OpenOffice, NeoOffice, ...).
And then there's vi/vim, which I first cut my teeth on in the mid-1980s, and which I still use daily and learn new features and uses of all the time (some themselves new, often long-time capabilities). That's been an extraordinarily durable learning investment. (Emacs similarly so.)
Awk's another basic tool that's quite useful and ubiquitously available.
There have been hitches and inconsistencies: hardware changes invalidate old concepts (shutdown sequences as noted here), firewall, audio, and other subsystems have changed dramatically and multiple times. Physical vs. cloud server management is a very differrent head. Systemd is a major (and often disturbing) development.
Generally, though, the further you stay from GUI and vendor-specific tools, the more durable the knowledge. My preferred desktop environment is based on the 1980s NeXT and has remained almost wholly unchanged since the mid-1990s whilst GNOME and KDE underwent multiple revolutions and Xfce4 came into being. Windowmaker still does things none of the other three can touch, and my muscle-memory is well into its third decade.
As you get older, learning slows, but it's forgetting which becomes especially hard. Durable, incrementally-evolving tools minimise that pain remarkably.
