** Also affects: openssh (Ubuntu Kinetic)
   Importance: Critical
       Status: Triaged

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https://bugs.launchpad.net/bugs/1993478

Title:
  package openssh-server 1:9.0p1-1ubuntu7 failed to install/upgrade:
  postinstall script returned 1

Status in openssh package in Ubuntu:
  Triaged
Status in openssh source package in Kinetic:
  Triaged

Bug description:
  [Impact]

  Users with /etc/ssh/sshd_config's that contain ListenAddress entries
  with the port specified will not be migrated to socket-activated ssh
  correctly, or may be migrated when they should not be (e.g. if
  ListenAddress, with a port number, is specified more than once). This
  leaves users with a broken sshd configuration.

  [Test Plan]

  There are 4 tests that should be used to verify the fix:

  1. Upgrade to Kinetic with just one ListenAddress entry, which
  specifies port number.

  * On a Jammy system, edit /etc/ssh/sshd_config so that it contains the 
following:
    
  [...defaults everywhere else...]

  #Port 22
  #AddressFamily any
  #ListenAddress 0.0.0.0
  #ListenAddress ::
  ListenAddress 0.0.0.0:1234

  [...defaults everywhere else...]

  * Run `systemctl restart ssh.service` and confirm that the new configuration 
works as expected.
  * Before running the upgrade, make sure -proposed is enabled.
  * Run `do-release-upgrade` to upgrade to Kinetic (setting Prompt=normal in 
/etc/update-manager/release-upgrades if needed).
  * On an affected system, ssh.socket will fail with `bad-setting` because 
/etc/systemd/system/ssh.socket.d/address.conf contains:

  [Socket]
  ListenStream=

  * On a patched system, ssh.socket will be active/listening, and
  /etc/systemd/system/ssh.socket.d/addresses.conf will contain the
  following:

  [Socket]
  ListenStream=
  ListenStream=0.0.0.0:1234 

  2. Upgrade to Kinetic with multiple ListenAddress entries, each
  specifying port number.

  * On a Jammy system, edit /etc/ssh/sshd_config so that it contains the 
following:
    
  [...defaults everywhere else...]

  #Port 22
  #AddressFamily any
  #ListenAddress 0.0.0.0
  #ListenAddress ::
  ListenAddress 0.0.0.0:1234
  ListenAddress [::]:4321

  [...defaults everywhere else...]

  * Run `systemctl restart ssh.service` and confirm that the new configuration 
works as expected.
  * Before running the upgrade, make sure -proposed is enabled.
  * Run `do-release-upgrade` to upgrade to Kinetic (setting Prompt=normal in 
/etc/update-manager/release-upgrades if needed).
  * On an affected system, migration will be attempted despite the multiple 
ListenAddress options, and ssh.socket will fail with `bad-setting` because 
/etc/systemd/system/ssh.socket.d/address.conf contains:

  [Socket]
  ListenStream=

  * On a patched system, the ListenAddress option will be parsed
  correctly, and migration will not be attempted.

  3. On a Kinetic system which was migrated, but with errors (e.g. test
  case #1, prior to being patched), installing the new package should
  correct the ssh.socket configuration.

  
  * On a Jammy system, edit /etc/ssh/sshd_config so that it contains the 
following:
    
  [...defaults everywhere else...]

  #Port 22
  #AddressFamily any
  #ListenAddress 0.0.0.0
  #ListenAddress ::
  ListenAddress 0.0.0.0:1234

  [...defaults everywhere else...]

  * Run `systemctl restart ssh.service` and confirm that the new configuration 
works as expected.
  * Do NOT enable -proposed before the upgrade.
  * Run `do-release-upgrade` to upgrade to Kinetic (setting Prompt=normal in 
/etc/update-manager/release-upgrades if needed).
  * After the openssh-server configuration fails, enable -proposed, and upgrade 
openssh-server.

  * The ssh.socket configuration should be fixed, and 
/etc/systemd/system/ssh.socket.d/addresses.conf should contain:
  [Socket]
  ListenStream=
  ListenStream=0.0.0.0:1234 

  4. On a Kinetic system which was incorrectly migrated to ssh socket
  activation (e.g. test case #2, prior to being patched), installing the
  new package reverts to the previous behavior.

  * On a Jammy system, edit /etc/ssh/sshd_config so that it contains the 
following:
    
  [...defaults everywhere else...]

  #Port 22
  #AddressFamily any
  #ListenAddress 0.0.0.0
  #ListenAddress ::
  ListenAddress 0.0.0.0:1234
  ListenAddress [::]:4321

  [...defaults everywhere else...]

  * Run `systemctl restart ssh.service` and confirm that the new configuration 
works as expected.
  * Do NOT enable -proposed before the upgrade.
  * Run `do-release-upgrade` to upgrade to Kinetic (setting Prompt=normal in 
/etc/update-manager/release-upgrades if needed).
  * After the openssh-server configuration fails, enable -proposed, and upgrade 
openssh-server.
  * The socket-activated ssh migration should be reverted, and ssh.service 
should be running as before upgrade to Kinetic.

  [Where problems could occur]
  These changes are in the openssh-server.postinst script, specifically in the 
socket-activated ssh migration logic. Regressions would be seen in the 
migration logic, for example breaking a previously-working migration scenario.

  
  [Original Description]

  update failed...

  ProblemType: Package
  DistroRelease: Ubuntu 22.10
  Package: openssh-server 1:9.0p1-1ubuntu7
  ProcVersionSignature: Ubuntu 5.15.0-48.54-generic 5.15.53
  Uname: Linux 5.15.0-48-generic x86_64
  NonfreeKernelModules: cpuid tcp_diag inet_diag tls authenc echainiv esp4 
xfrm_user xfrm_algo sctp ip6_udp_tunnel udp_tunnel cfg80211 veth nft_chain_nat 
xt_REDIRECT nf_nat nf_conntrack nf_defrag_ipv6 nf_defrag_ipv4 xt_tcpudp 
nft_counter xt_policy nft_compat nf_tables nfnetlink bridge stp llc 
nls_iso8859_1 hid_generic joydev crct10dif_pclmul crc32_pclmul 
ghash_clmulni_intel usbhid virtio_net net_failover hid failover i2c_piix4 
pata_acpi qemu_fw_cfg floppy sch_fq_codel ipmi_devintf ipmi_msghandler msr 
ramoops reed_solomon pstore_blk efi_pstore pstore_zone ip_tables x_tables 
autofs4 btrfs blake2b_generic zstd_compress dm_crypt raid10 raid456 
async_raid6_recov async_memcpy async_pq async_xor async_tx libcrc32c xor 
raid6_pq raid1 raid0 multipath linear bochs drm_vram_helper drm_ttm_helper ttm 
drm_kms_helper syscopyarea aesni_intel sysfillrect sysimgblt input_leds 
fb_sys_fops cec crypto_simd rc_core psmouse cryptd drm serio_raw virtio_scsi 
mac_hid
  ApportVersion: 2.23.1-0ubuntu3
  Architecture: amd64
  CasperMD5CheckResult: unknown
  Date: Wed Oct 19 08:41:28 2022
  ErrorMessage: »installiertes post-installation-Skript des Paketes 
openssh-server«-Unterprozess gab den Fehlerwert 1 zurück
  InstallationDate: Installed on 2019-08-13 (1162 days ago)
  InstallationMedia: Ubuntu-Server 18.04.2 LTS "Bionic Beaver" - Release amd64 
(20190210)
  Python3Details: /usr/bin/python3.10, Python 3.10.7, python3-minimal, 3.10.6-1
  PythonDetails: N/A
  RebootRequiredPkgs: Error: path contained symlinks.
  RelatedPackageVersions:
   dpkg 1.21.9ubuntu1
   apt  2.5.3
  SourcePackage: openssh
  Title: package openssh-server 1:9.0p1-1ubuntu7 failed to install/upgrade: 
»installiertes post-installation-Skript des Paketes 
openssh-server«-Unterprozess gab den Fehlerwert 1 zurück
  UpgradeStatus: Upgraded to kinetic on 2022-10-19 (0 days ago)

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