The MAX_PATH limit is annoying legacy backwards compatible stuff, but can be avoided by prefixing paths with \\?\ before passing them into the Windows API. Thi

The MAX_PATH limit is annoying legacy backwards compatible stuff, but can be avoided by prefixing paths with \\?\ before passing them into the Windows API. This is something that languages/runtimes with more effort put into portability already handle for you: https://github.com/openjdk/jdk/blob/master/src/java.base/windows/classes/sun/nio/fs/WindowsPath.java#L184 https://github.com/openjdk/jdk/blob/master/src/java.base/win... If Python doesn't do this it's just because the sort of people who write Python don't care about Windows enough to fix it.