While it's not good to ship outdated client libraries & software, it would be much worse to distribute an old OpenSSH release... Can anybody with a Windows 10/11 box check the version they supply? That, to me, would be a much more serious problem.
>OpenSSH_for_Windows_8.1p1, LibreSSL 3.0.2
If those exploits don’t work perhaps Apple is playing dolly nuggets with the version number.
Perhaps Microsoft has an ABI reason for doing so? I can't imagine why else.
edit: on my windows 10 21H1, the timestamp in COFF/File header for ssh.exe shows '1584509394' (Wed, 18 Mar 2020 05:29:54 UTC).
> OpenSSH_for_Windows_8.6p1, LibreSSL 3.3.3
where.exe ssh.exe
C:\Windows\System32\OpenSSH\ssh.exe
systeminfo.exe | sls "OS V"
OS Version: 10.0.19043 N/A Build 19043