I'm also having this problem. I have this problem in jessie VM running on jessie host (KVM).
Somehow, swap filesystem cannot be unmounted and there is no timeout. BR, -Risto Subject: Re: systemd: Hangs indefinitely on >90% of reboot attempts Followup-For: Bug #788303 Package: systemd Version: 215-17+deb8u1 Dear Maintainer, *** Reporter, please consider answering these questions, where appropriate *** * What led up to the situation? * What exactly did you do (or not do) that was effective (or ineffective)? * What was the outcome of this action? * What outcome did you expect instead? *** End of the template - remove these template lines *** -- Package-specific info: -- System Information: Debian Release: 8.1 APT prefers stable-updates APT policy: (500, 'stable-updates'), (500, 'stable') Architecture: amd64 (x86_64) Kernel: Linux 3.16.0-4-amd64 (SMP w/4 CPU cores) Locale: LANG=en_US.UTF-8, LC_CTYPE=en_US.UTF-8 (charmap=UTF-8) Shell: /bin/sh linked to /bin/dash Init: systemd (via /run/systemd/system) Versions of packages systemd depends on: ii acl 2.2.52-2 ii adduser 3.113+nmu3 ii initscripts 2.88dsf-59 ii libacl1 2.2.52-2 ii libaudit1 1:2.4-1+b1 ii libblkid1 2.25.2-6 ii libc6 2.19-18 ii libcap2 1:2.24-8 ii libcap2-bin 1:2.24-8 ii libcryptsetup4 2:1.6.6-5 ii libgcrypt20 1.6.3-2 ii libkmod2 18-3 ii liblzma5 5.1.1alpha+20120614-2+b3 ii libpam0g 1.1.8-3.1 ii libselinux1 2.3-2 ii libsystemd0 215-17+deb8u1 ii mount 2.25.2-6 ii sysv-rc 2.88dsf-59 ii udev 215-17+deb8u1 ii util-linux 2.25.2-6 Versions of packages systemd recommends: ii dbus 1.8.18-0+deb8u1 ii libpam-systemd 215-17+deb8u1 Versions of packages systemd suggests: pn systemd-ui <none> -- Configuration Files: /etc/systemd/logind.conf changed: [Login] HandleSuspendKey=ignore HandleHibernateKey=ignore HandleLidSwitch=ignore -- no debconf information