Not sure if it fits in your setup, but I’m accomplishing what you’re looking for (myservice.mydomain.com) with self-hosted AdGuard and DNS rewrites (send URL X to IP Y), and then just point the router to AdGuard DNS.

The few services I need to access from outside my home LAN run through Tailscale on my laptop or phone, so no services are publicly exposed.

That makes sense, thank you! I wasn’t really thinking about managing “internal” computers, only in terms of “you must use this specific software on your (personal) computer”, which clearly ignores huge parts of the issue.

Thank you for taking the time to explain this is such great detail! You’ve made it crystal clear 😊👌

I assume there’s an implicit /s here 😅

At this point I’m starting to wonder if Microsoft is paying Adobe to not work on Linux. For most people I know, Adobe is the main reason for not switching.

Honestly (and probably naïvely), what exactly is it that Windows can do that you couldn’t do on another OS? Why would a school need to force such a retarded requirement?