I'm also seeing this issue on 14.04.3 LTS and 14.04.4 LTS. In my case, "/sbin/reload rsyslog" does not cause rsyslog to reopen the file handles and it instead continues writing to the rotated files, e.g. /var/log/syslog.1 until explicitly restarted.
I'm also seeing this issue on 14.04.3 LTS and 14.04.4 LTS. In my case, "/sbin/reload rsyslog" does not cause rsyslog to reopen the file handles and it instead continues writing to the rotated files, e.g. /var/log/syslog.1 until explicitly restarted.