We have a bunch of new(ish) Debian 10 VMs, and logrotate is failing to rotate our non-standard logs. Unfortunately we deleted all the old Debian 9 VMs before I noticed this problem, so they're not readily available for comparison. The logrotate config files worked fine on Debian 9 (provisioning is with Ansible, so it's consistent). The failures aren't detailed enough to help. Here's the config: # /etc/logrotate.d/ruby /opt/rubyapp/log/*.log { daily missingok rotate 28 compress delaycompress copytruncate } The parent configuration is standard Debian 10: # /etc/logrotate.conf # (system-supplied comments removed) weekly rotate 4 create include /etc/logrotate.d Unfortunately my paranoia is such that I'm redacting or modifying machine names and folder names ... I apologize for that. But I don't think the path involved is the problem. Here's one of the errors: # systemctl status logrotate.service ● logrotate.service - Rotate log files Loaded: loaded (/lib/systemd/system/logrotate.service; static; vendor preset: enabled) Active: failed (Result: exit-code) since Thu 2019-10-17 00:00:17 EDT; 12h ago Docs: man:logrotate(8) man:logrotate.conf(5) Process: 29004 ExecStart=/usr/sbin/logrotate /etc/logrotate.conf (code=exited, status=1/FAILURE) Main PID: 29004 (code=exited, status=1/FAILURE) Oct 17 00:00:01 acctserver systemd[1]: Starting Rotate log files... Oct 17 00:00:14 acctserver logrotate[8621]: error: unable to open /opt/rubyapp/log/newrelic_agent.log.1 for compression Oct 17 00:00:14 acctserver logrotate[8621]: error: unable to open /opt/rubyapp/log/puma.stderr.log.1 for compression Oct 17 00:00:14 acctserver logrotate[8621]: error: unable to open /opt/rubyapp/log/puma.stdout.log.1 for compression Oct 17 00:00:14 acctserver logrotate[8621]: error: unable to open /opt/rubyapp/log/traffic.log.1 for compression Oct 17 00:00:17 acctserver systemd[1]: logrotate.service: Main process exited, code=exited, status=1/FAILURE Oct 17 00:00:17 acctserver systemd[1]: logrotate.service: Failed with result 'exit-code'. Oct 17 00:00:17 acctserver systemd[1]: Failed to start Rotate log files. Here's the folder contents: # cd /opt/rubyapp/log # ls -l -rw-rw-r--+ 1 root root 1982 Oct 16 15:08 newrelic_agent.log -rw-rw-r--+ 1 root root 7194 Oct 16 13:37 newrelic_agent.log.1 -rw-rw-r--+ 1 root root 2549 Oct 10 17:45 newrelic_agent.log.2.gz -rw-rw-r--+ 1 root root 154290 Oct 17 12:34 puma.stderr.log -rw-rw-r--+ 1 root root 573253 Oct 16 13:37 puma.stderr.log.1 -rw-rw-r--+ 1 root root 512648 Oct 10 17:45 puma.stderr.log.2.gz -rw-rw-r--+ 1 root root 238 Oct 16 15:08 puma.stdout.log -rw-rw-r--+ 1 root root 722 Oct 16 13:37 puma.stdout.log.1 -rw-rw-r--+ 1 root root 701 Oct 10 17:45 puma.stdout.log.2.gz -rw-rw-r--+ 1 root root 4747006453 Oct 17 12:37 traffic.log -rw-rw-r--+ 1 root root 15668065757 Oct 10 17:55 traffic.log.1 -rw-rw-r--+ 1 root root 850646513 Sep 20 18:12 traffic.log.2.gz I note that in /var/log/ - where logrotate continues to work fine - that files are owned mostly root:adm (what is 'adm', and does it matter in this context?) and the permissions are 640 rather than 664. There are ACLs attached to the files/folder shown above ... does _that_ matter? Where this gets weirder is that if I run 'logrotate --force /etc/logrotate.d/ruby' it gets rotated fine. It runs fine if run by hand, it fails if run on a SystemD timer. Which suggests a difference in permissions, but don't timers run as root:root? Any thoughts appreciated. As you can see, these are damn big logs, and we have this problem across multiple machines so I'd really like to fix it ... Errors on other servers aren't always consistent with this: a fix for this may or may not help with them, so I may be coming back for more. Thanks all. -- Giles https://www.gilesorr.com/ gilesorr@gmail.com