I followed this tutorial: How to create a jailed ssh user with Jailkit on Debian Wheezy Great tutorial for people like me who are new to Jailkit! I am using the recently released Debian 8.0.0 (Jessie) instead of Wheezy and I would like to place a few comments, except for chapter 4 because I skipped that one. I hope this list of comments is helpful to those using Debian Jessie, and of course to Srijan in order to rewrite this tutorial for Jessie. Automake Version Automake version 1.9 isn't available for Debian Jessie. I omitted the version number (so in fact I installed 1.14) and I didn't encounter any obvious problems (but then, I'm not a developer ). My question: what is the reason for using automake1.9 in this tutorial? Should I use a different version than 1.14? Typo line: jk_init -v /opt/jail netutils basicshell jk_lsh openvpn ssh sftp /opt/jail should be /jail Debian Jessie Quirk line: ssh email@example.com (2nd attempt) On Debian Wheezy this works. When using Debian Jessie, it fails: "Connection to X closed." /var/log/auth.log gives a clue: jk_chrootsh[X]: path /jail/bin/ is group writable jk_chrootsh[X]: abort, /jail is not a safe jail, check ownership and permissions. The problem can be solved by executing the following command and try again. chmod g-w /jail/bin This changes the rwxrwxr-x rights on /jail/bin to rwxr-xr-x, after which jk_chrootsh doesn't complain anymore and the jail works as expected. I was wondering... As the jk_init command copies some stuff from the host system to the jail, is my /bin dir (on the host) also group writable? It is. I don't know whether this is intended or not (I would like to know), so I dediced to leave it as it is. Its group is root so as long as no user is a member of group root noone can write to the host's /bin directory.