Can you check whether your /var/log/syslog or /var/log/cups/error_log
contains any message about the assertion failure?
Can you try to start CUPS manually with the shell command
sudo /etc/init.d/cups start
Do you get any messages on the screen?
** Changed in: cups (Ubuntu)
Status: New => Incomplete
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[karmic] CUPS crashes on boot, assertation failure.
https://bugs.launchpad.net/bugs/428605
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