Dots in filenames are commonly used in any operating system like name_version.2.4.5.exe or similar… So I don’t see a problem.

I get the frustration, but Windows is the one that strayed from convention/standard.

Also, i should’ve asked this earlier, but doesn’t Windows also only look at the characters following the last dot in the filename when determining the file type? If so, then this should be fine for Windows, since there’s only one canonical file extension at a time, right?

In this case it really seems this windows convention is bad though. It is uninformative. And abbreviations mandate understanding more file extensions for no good reason. And I say this as primarily a windows user. Hiding file extensions was always a bad idea. It tries to make a simple reduced UI in a place where simple UI is not desirable. If you want a lean UI you should not be handling files directly in the first place.

Example.zip from the other comment is not a compressed .exe file, it’s a compressed archive containing the exe file and some metadata. Windows standard tools would be in real trouble trying to understand unarchived compressed files many programs might want to use for logging or other data dumps. And that means a lot of software use their own custom extensions that neither the system nor the user knows what to do with without the original software. Using standard system tools and conventions is generally preferable.