Public bug reported:

I'd run an apt dist-upgrade operation on Groovy and then update-manager
popped up. The only operation was removing of packages but when I
clicked "Install" I was presented with the dialog that there was not
enough free space in /boot for the operation to continue. Of course this
doesn't make any sense when the operation is going to free space in
/boot!

ProblemType: Bug
DistroRelease: Ubuntu 20.10
Package: update-manager 1:20.10.1
ProcVersionSignature: Ubuntu 5.8.0-21.22-generic 5.8.13
Uname: Linux 5.8.0-21-generic x86_64
ApportVersion: 2.20.11-0ubuntu49
Aptdaemon:
 
Architecture: amd64
CasperMD5CheckResult: skip
CurrentDesktop: ubuntu:GNOME
Date: Mon Oct 12 09:03:02 2020
InstallationDate: Installed on 2016-01-22 (1724 days ago)
InstallationMedia: Ubuntu 16.04 LTS "Xenial Xerus" - Alpha amd64 (20160117)
PackageArchitecture: all
SourcePackage: update-manager
UpgradeStatus: No upgrade log present (probably fresh install)

** Affects: update-manager (Ubuntu)
     Importance: Undecided
         Status: New


** Tags: amd64 apport-bug groovy

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https://bugs.launchpad.net/bugs/1899507

Title:
  update-manager checks for free space in /boot when the operation would
  actually free space

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