If you saw this problem after reboots, then the question is why tmpfiles handling is not working as expected.
I don't know if these jobs log anything relevant, but a place to start is: - output of systemctl status systemd-tmpfiles-setup - output of journalctl -b 0 --no-pager -lu systemd-tmpfiles-setup ** Also affects: systemd (Ubuntu) Importance: Undecided Status: New -- You received this bug notification because you are a member of Ubuntu Touch seeded packages, which is subscribed to systemd in Ubuntu. https://bugs.launchpad.net/bugs/2023001 Title: sshd not starting because of missing /run/sshd Status in openssh package in Ubuntu: Incomplete Status in systemd package in Ubuntu: New Bug description: I recently upgraded from Ubuntu to 22.04 to 23.04 using do-release- upgrade (twice because I upgraded via 22.10). After doing so, sshd stopped working. The output of "journalctl -xeu ssh.service" includes the line: Jun 06 01:51:05 big-bucks sshd[4544]: Missing privilege separation directory: /run/sshd This fixed the problem: sudo mkdir /run/sshd It seems like either the upgrade sequence or the service startup sequence should have done this automatically. Currently running: ssh/lunar 1:9.0p1-1ubuntu8 all There was also a problem reported with /run/sshd on bug #1991283, but I guess the fix for that didn't prevent this. ProblemType: Bug DistroRelease: Ubuntu 23.04 Package: ssh (not installed) Uname: Linux 6.2.6-76060206-generic x86_64 ApportVersion: 2.26.1-0ubuntu2 Architecture: amd64 CasperMD5CheckResult: unknown CurrentDesktop: ubuntu:GNOME Date: Tue Jun 6 02:37:21 2023 SourcePackage: openssh UpgradeStatus: Upgraded to lunar on 2023-06-04 (1 days ago) To manage notifications about this bug go to: https://bugs.launchpad.net/ubuntu/+source/openssh/+bug/2023001/+subscriptions -- Mailing list: https://launchpad.net/~touch-packages Post to : touch-packages@lists.launchpad.net Unsubscribe : https://launchpad.net/~touch-packages More help : https://help.launchpad.net/ListHelp