This reminds me of several previous bugs; this may or may not be a
duplicate, and this may or may not be intentional behaviour. Hopefully
these are are useful and save some debugging effort:

https://bugs.launchpad.net/ubuntu/+source/openssh/+bug/1922212
https://bugs.launchpad.net/ubuntu/+source/openssh/+bug/1876320
https://bugs.launchpad.net/ubuntu/+source/openssh/+bug/1873528

Especially 1873528 feels like most likely to be relevant, I suggesting
reading that one first.

Thanks

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https://bugs.launchpad.net/bugs/1968305

Title:
  sshd_config.d overrides not working

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