Same for me with Ubuntu MATE 17.04 → 17.10 (final, not beta). The dialog appeared multiple times and at the end of the process I got a message saying that the upgrade failed. I tried to finalize it with sudo dpkg --configure -a and sudo apt-get install, tried to force a reinstall of this package (sudo apt-get install --reinstall cracklib-runtime) and it all went well after a reboot.
-- You received this bug notification because you are a member of Desktop Packages, which is subscribed to cracklib2 in Ubuntu. https://bugs.launchpad.net/bugs/1717085 Title: package cracklib-runtime 2.9.2-5build1 failed to install/upgrade: dependency problems - leaving triggers unprocessed Status in cracklib2 package in Ubuntu: Confirmed Bug description: During upgrade from UbuntuMATE 17.04 to 17.10b1 using update-manager -d, I got a dialog box which read "Could not install 'cracklib- runtime' The upgrade will continue but the 'cracklib-runtime' package may not be in a working state. Please consider submitting a bug report about it. dependency problems - leaving triggers unprocessed". At reboot, a message came up that the upgrade failed. ProblemType: Package DistroRelease: Ubuntu 17.10 Package: cracklib-runtime 2.9.2-5build1 ProcVersionSignature: Ubuntu 4.12.0-13.14-generic 4.12.10 Uname: Linux 4.12.0-13-generic x86_64 ApportVersion: 2.20.7-0ubuntu1 Architecture: amd64 Date: Wed Sep 13 14:55:00 2017 ErrorMessage: dependency problems - leaving triggers unprocessed Python3Details: /usr/bin/python3.6, Python 3.6.2, python3-minimal, 3.6.1-0ubuntu3 PythonDetails: /usr/bin/python2.7, Python 2.7.13, python-minimal, 2.7.13-2 RelatedPackageVersions: dpkg 1.18.24ubuntu1 apt 1.5~rc3 SourcePackage: cracklib2 Title: package cracklib-runtime 2.9.2-5build1 failed to install/upgrade: dependency problems - leaving triggers unprocessed UpgradeStatus: Upgraded to artful on 2017-09-13 (0 days ago) To manage notifications about this bug go to: https://bugs.launchpad.net/ubuntu/+source/cracklib2/+bug/1717085/+subscriptions -- Mailing list: https://launchpad.net/~desktop-packages Post to : desktop-packages@lists.launchpad.net Unsubscribe : https://launchpad.net/~desktop-packages More help : https://help.launchpad.net/ListHelp