Which version of Ubuntu did you use?
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https://bugs.launchpad.net/bugs/1843937
Title:
checkinstall makes the computer unbootable
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Just experienced the same problem also while installing emacs
(2a0a368ddcd9b4eed067ddc114f3fb18b13bbe14) with sudo checkinstall
--fstrans=no.
The issue is that /lib -> usr/lib symlink is being replaced with a
directory.
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Status changed to 'Confirmed' because the bug affects multiple users.
** Changed in: checkinstall (Ubuntu)
Status: New => Confirmed
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Bugs, which is subscribed to Ubuntu.
https://bugs.launchpad.net/bugs/1843937