Thanks for filing a bug and helping to make Ubuntu better!

I believe the bug you have filed should be resolved with the new version
of shim-signed:


shim-signed (1.34.7) bionic; urgency=medium

  * debian/shim-signed.postinst: it's not guaranteed that all linux-image
    packages currently installed have dkms modules built for them.
    Gracefully handle any failures in the path for signing existing dkms
    modules on upgrade due to absent modules.  LP: #1766391.
  * Add a dependency on sbsigntool for kmodsign, which we use directly.


With that being the case, could you confirm that when you upgrade to this 
package you are correctly prompted for a password to enroll a new MOK key?

** Changed in: shim-signed (Ubuntu)
       Status: New => Incomplete

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https://bugs.launchpad.net/bugs/1766564

Title:
  package shim-signed 1.34.6+13-0ubuntu2 failed to install/upgrade:
  installed shim-signed package post-installation script subprocess
  returned error exit status 5

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