[Bug 1357093] Re: Kernels not autoremoving, causing out of space error on LVM or Encrypted installation or on any installation, when /boot partition gets full

[Jarno Suni]

fksdlofioenvdfsdji, 
How did you "want to update && upgrade your server"?
How many kernels can your /boot partition hold? (What is the size of your /boot partition?)

Contents of "50unattended-upgrades" is misleading, as there is no
mention of the new configuration variable Unattended-Upgrade::Remove-
New-Unused-Dependencies which defaults to "true" in the file (in Ubuntu
16.04).

Replacing line
// Unattended-Upgrade::Remove-Unused-Dependencies "false";
by
Unattended-Upgrade::Remove-Unused-Dependencies "true";
may help you, if you don't mind that it removes all packages that 'sudo apt-get autoremove' would.

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https://bugs.launchpad.net/bugs/1357093

Title:
  Kernels not autoremoving, causing out of space error on LVM or
  Encrypted installation or on any installation, when /boot partition
  gets full

Status in unattended-upgrades package in Ubuntu:
  Fix Released

Bug description:
  Currently if one chooses to use LVM or encrypted install, a /boot
  partition is created of 236Mb

  Once kernel updates start being released this partition soon fills
  until people are left unable to upgrade.

  While you and I might know that we need to watch partition space, many
  of the people we have installing think that a windows disk is a disk
  and not a partition, education is probably the key - but in the
  meantime support venues keep needing to deal with the fact the
  partition is too small and/or old kernels are not purged as new ones
  install.

  For workaround and sytem repair, see
  https://help.ubuntu.com/community/Lubuntu/Documentation/RemoveOldKernels

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