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[Nick Rosbrook <2114144@xxxxxxxxxxxxxxxxxx>]

Okay. I am having a hard time following the switches between "your
version" and "my version", but I will do my best.

> Here is from a server with your version, notice it is not listening to
443 even though I have it in the configuration:

The only thing you changed is the ExecStartPre= line. I would therefore
expect the failure you see to be from `sshd -t`. Is that the case?

> Here is from a server with your version, notice it is not listening to
443 even though I have it in the configuration:

If the drop-in is not getting generated, it's probably because an error
in sshd-socket-generator. This, in combination with the above point
about `sshd -t`, suggests to me that there is an error in your
configuration (specifically, it's possible you are using something too
new for openssh 9.6, but supported in openssh 10.x).

On a server *with Ubuntu's version installed*, and where the bug is
present, can you share the output of:

$ sshd -G
$ mkdir -p /tmp/out
$ /usr/lib/systemd/system-generators/sshd-socket-generator /tmp/out
$ cat /tmp/out/ssh.socket.d/addresses.conf

-- 
You received this bug notification because you are a member of
Debcrafters packages, which is subscribed to openssh in Ubuntu.
https://bugs.launchpad.net/bugs/2114144

Title:
  Openssh Server ignores Port xxx

Status in openssh package in Ubuntu:
  Incomplete

Bug description:
  I have:
  Port 22
  Port 443

  In my sshd_config, to have it listen to a secondary port 443 to get around firewalls that block ssh.
  Until a few days ago, like port forwarding, this worked, but now, like port forwarding, it is broken.
  The second Port item is just ignored.  It is not acceptable for Canonical to randomly break important functionality like this.

  ProblemType: Bug
  DistroRelease: Ubuntu 24.04
  Package: openssh-server 1:9.6p1-3ubuntu13.11
  Uname: Linux 6.15.0 x86_64
  ApportVersion: 2.28.1-0ubuntu3.7
  Architecture: amd64
  CasperMD5CheckResult: unknown
  CurrentDesktop: MATE
  Date: Thu Jun 12 00:07:41 2025
  SourcePackage: openssh
  UpgradeStatus: No upgrade log present (probably fresh install)

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