This effectively is the "apt needs a new solver" bug

** Changed in: apt (Ubuntu)
       Status: New => Triaged

** Changed in: apt (Ubuntu)
   Importance: Undecided => High

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https://bugs.launchpad.net/bugs/1770224

Title:
  unattended-upgrades crashes with: apt_pkg.Error: E:Error,
  pkgProblemResolver::Resolve generated breaks, this may be caused by
  held packages

Status in apt package in Ubuntu:
  Triaged

Bug description:
  It seems pkgProblemResolver is hitting an internal bug quite
  frequently with latest u-u:

  Traceback (most recent call last):
    File "/usr/bin/unattended-upgrade", line 1927, in <module>
      sys.exit(main(options))
    File "/usr/bin/unattended-upgrade", line 1678, in main
      pkg.mark_upgrade(from_user=not pkg.is_auto_installed)
    File "/usr/lib/python3/dist-packages/apt/package.py", line 1483, in 
mark_upgrade
      self.mark_install(from_user=from_user)
    File "/usr/lib/python3/dist-packages/apt/package.py", line 1475, in 
mark_install
      fixer.resolve(True)
  apt_pkg.Error: E:Error, pkgProblemResolver::Resolve generated breaks, this 
may be caused by held packages.

  I believe this should be fixed in apt rather than just catching it in
  u-u.

  More info:

  The Ubuntu Error Tracker has been receiving reports about a problem regarding 
unattended-upgrades.  This problem was most recently seen with package version 
1.1ubuntu1, the problem page at 
https://errors.ubuntu.com/problem/49de8d44b4ceccb27b66921173ee7e837e7a1e54 
contains more details, including versions of packages affected, stacktrace or 
traceback, and individual crash reports.
  If you do not have access to the Ubuntu Error Tracker and are a software 
developer, you can request it at http://forms.canonical.com/reports/.

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