I have set up a Stretch dedicated server with this: https://www.howtoforge.com/tutorial/ispconfig-automated-install-script/ After that, I used the ISPconfig migration script, but with ipc_copy from the old host to the new. In the old host I couldn't get jailkit to work AT ALL with jailing a user (I was thrown out every time). In the new host, I am able to get two user accounts to work. By "work" I mean that I am able to login interactively or run SFTP towards that account and also that the account really is jailed. When I login on the two working accounts I get this in /var/log/syslog : Code: Jul 15 23:47:13 <the-host> systemd[1]: Created slice User Slice of web88. Jul 15 23:47:13 <the-host> systemd[1]: Starting User Manager for UID 5054... Jul 15 23:47:13 <the-host> systemd[1]: Started Session 3055 of user web88. Jul 15 23:47:13 <the-host> systemd[26200]: Reached target Paths. Jul 15 23:47:13 <the-host> systemd[26200]: gpg-agent-ssh.socket: Socket service gpg-agent.service not loaded, refusing. Jul 15 23:47:13 <the-host> systemd[26200]: Failed to listen on GnuPG cryptographic agent (ssh-agent emulation). Jul 15 23:47:13 <the-host> systemd[26200]: gpg-agent.socket: Socket service gpg-agent.service not loaded, refusing. Jul 15 23:47:13 <the-host> systemd[26200]: Failed to listen on GnuPG cryptographic agent and passphrase cache. Jul 15 23:47:13 <the-host> systemd[26200]: gpg-agent-extra.socket: Socket service gpg-agent.service not loaded, refusing. Jul 15 23:47:13 <the-host> systemd[26200]: Failed to listen on GnuPG cryptographic agent and passphrase cache (restricted). Jul 15 23:47:13 <the-host> systemd[26200]: gpg-agent-browser.socket: Socket service gpg-agent.service not loaded, refusing. Jul 15 23:47:13 <the-host> systemd[26200]: Failed to listen on GnuPG cryptographic agent (access for web browsers). Jul 15 23:47:13 <the-host> systemd[26200]: Reached target Timers. Jul 15 23:47:13 <the-host> systemd[26200]: Reached target Sockets. Jul 15 23:47:13 <the-host> systemd[26200]: Reached target Basic System. Jul 15 23:47:13 <the-host> systemd[26200]: Reached target Default. Jul 15 23:47:13 <the-host> systemd[26200]: Startup finished in 14ms. Jul 15 23:47:13 <the-host> systemd[1]: Started User Manager for UID 5054. On the other accounts, those that doesn't work, I get this in /var/log/syslog: Code: Jul 15 23:41:53 <the-host> systemd[1]: Created slice User Slice of web6. Jul 15 23:41:53 <the-host> systemd[1]: Starting User Manager for UID 5009... Jul 15 23:41:53 <the-host> systemd[1]: Started Session 2974 of user web6. Jul 15 23:41:53 <the-host> systemd[24496]: Reached target Paths. Jul 15 23:41:53 <the-host> systemd[24496]: gpg-agent-extra.socket: Socket service gpg-agent.service not loaded, refusing. Jul 15 23:41:53 <the-host> systemd[24496]: Failed to listen on GnuPG cryptographic agent and passphrase cache (restricted). Jul 15 23:41:53 <the-host> systemd[24496]: gpg-agent-browser.socket: Socket service gpg-agent.service not loaded, refusing. Jul 15 23:41:53 <the-host> systemd[24496]: Failed to listen on GnuPG cryptographic agent (access for web browsers). Jul 15 23:41:53 <the-host> systemd[24496]: gpg-agent.socket: Socket service gpg-agent.service not loaded, refusing. Jul 15 23:41:53 <the-host> systemd[24496]: Failed to listen on GnuPG cryptographic agent and passphrase cache. Jul 15 23:41:53 <the-host> systemd[24496]: Reached target Timers. Jul 15 23:41:53 <the-host> systemd[24496]: gpg-agent-ssh.socket: Socket service gpg-agent.service not loaded, refusing. Jul 15 23:41:53 <the-host> systemd[24496]: Failed to listen on GnuPG cryptographic agent (ssh-agent emulation). Jul 15 23:41:53 <the-host> systemd[24496]: Reached target Sockets. Jul 15 23:41:53 <the-host> systemd[24496]: Reached target Basic System. Jul 15 23:41:53 <the-host> systemd[24496]: Reached target Default. Jul 15 23:41:53 <the-host> systemd[24496]: Startup finished in 16ms. Jul 15 23:41:53 <the-host> systemd[1]: Started User Manager for UID 5009. Jul 15 23:41:53 <the-host> systemd[1]: Stopping User Manager for UID 5009... Jul 15 23:41:53 <the-host> systemd[24496]: Failed to enqueue exit.target job: Access denied Jul 15 23:41:53 <the-host> systemd[1]: Stopped User Manager for UID 5009. Jul 15 23:41:53 <the-host> systemd[1]: Removed slice User Slice of web6. I have completely ran out of ideas now. Any ideas on what could be the reason and how to fix it?