I`m unable to reproduce it anymore. Except in the case for the openvpn
source from this address: http://build.openvpn.net/debian/openvpn/stable

Managed to see the error when opening the software update from terminal
via `software-properties-gtk` -> in the attached file and below.

Apparently there is some issue with the openvpn repo and the error
handling in such cases is failing somehow:


```
$ software-properties-gtk 
Traceback (most recent call last):
  File 
"/usr/lib/python3/dist-packages/softwareproperties/gtk/DialogCacheOutdated.py", 
line 86, in on_pktask_finish
    results = self._pktask.generic_finish(result)
gi.repository.GLib.Error: pk-client-error-quark: W: GPG error: 
http://build.openvpn.net/debian/openvpn/stable bionic InRelease: The following 
signatures were invalid: EXPKEYSIG 8E6DA8B4E158C569 Samuli Seppänen (OpenVPN 
Technologies, Inc) <sam...@openvpn.net>
E: The repository 'http://build.openvpn.net/debian/openvpn/stable bionic 
InRelease' is not signed.
W: Updating from such a repository can't be done securely, and is therefore 
disabled by default.
W: See apt-secure(8) manpage for repository creation and user configuration 
details.
E: http://build.openvpn.net/debian/openvpn/stable bionic InRelease is not (yet) 
available (The following signatures were invalid: EXPKEYSIG 8E6DA8B4E158C569 
Samuli Seppänen (OpenVPN Technologies, Inc) <sam...@openvpn.net>)
 (319)

During handling of the above exception, another exception occurred:

Traceback (most recent call last):
  File 
"/usr/lib/python3/dist-packages/softwareproperties/gtk/DialogCacheOutdated.py", 
line 88, in on_pktask_finish
    dialog = Gtk.MessageDialog(self, 0, Gtk.MessageType.ERROR,
  File "/usr/lib/python3/dist-packages/gi/overrides/__init__.py", line 319, in 
new_init
    return super_init_func(self, **new_kwargs)
  File "/usr/lib/python3/dist-packages/gi/overrides/Gtk.py", line 577, in 
__init__
    self._init(*args, **new_kwargs)
  File "/usr/lib/python3/dist-packages/gi/overrides/__init__.py", line 319, in 
new_init
    return super_init_func(self, **new_kwargs)
  File "/usr/lib/python3/dist-packages/gi/overrides/Gtk.py", line 523, in 
__init__
    _window_init(self, *args, **kwargs)
  File "/usr/lib/python3/dist-packages/gi/overrides/__init__.py", line 319, in 
new_init
    return super_init_func(self, **new_kwargs)
TypeError: could not convert value for property `transient_for' from 
DialogCacheOutdated to GtkWindow
```


** Attachment added: "software update error.txt"
   
https://bugs.launchpad.net/ubuntu/+source/software-properties/+bug/1903468/+attachment/5447784/+files/software%20update%20error.txt

-- 
You received this bug notification because you are a member of Ubuntu
Touch seeded packages, which is subscribed to software-properties in
Ubuntu.
https://bugs.launchpad.net/bugs/1903468

Title:
  Endless "Cache Refresh" on Software Update settings change

Status in software-properties package in Ubuntu:
  Incomplete

Bug description:
  After reapplying some of the checkboxes under "Software & Updates" ->
  "Other Software" after distro upgrade, a window with title "Cache
  Refresh" pops and never disappears. (check screenshot bellow)

  > lsb_release -rd
  Description:  Ubuntu 20.04.1 LTS
  Release:      20.04

  ProblemType: Bug
  DistroRelease: Ubuntu 20.04
  Package: software-properties-gtk 0.98.9.2
  ProcVersionSignature: Ubuntu 5.4.0-52.57-generic 5.4.65
  Uname: Linux 5.4.0-52-generic x86_64
  NonfreeKernelModules: nvidia_modeset nvidia
  ApportVersion: 2.20.11-0ubuntu27.11
  Architecture: amd64
  CasperMD5CheckResult: skip
  CurrentDesktop: GNOME
  Date: Mon Nov  9 01:55:13 2020
  ExecutablePath: /usr/bin/software-properties-gtk
  InstallationDate: Installed on 2015-06-17 (1971 days ago)
  InstallationMedia: Ubuntu-GNOME 15.04 "Vivid Vervet" - Release amd64 
(20150422)
  InterpreterPath: /usr/bin/python3.8
  PackageArchitecture: all
  Python3Details: /usr/bin/python3.8, Python 3.8.5, python3-minimal, 
3.8.2-0ubuntu2
  PythonDetails: /usr/bin/python2.7, Python 2.7.18, python-is-python2, 2.7.17-4
  SourcePackage: software-properties
  UpgradeStatus: Upgraded to focal on 2020-09-29 (40 days ago)

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