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I think what you want here, is to bind mount the target directory inside the jail of the user. You can't symlink out of a jail. Look at this, for instance: mount --bind /media/sdb2/mydocs/archive /home/username/archive


You need to add: passwd_chroot_enable=YES From the man page: passwd_chroot_enable If enabled, along with chroot_local_user , then a chroot() jail location may be specified on a per-user basis. Each user's jail is derived from their home directory string in /etc/passwd.

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