Random assertion failure on `winget upgrade`

Brief description of your issue

I randomly (and, alas, non-reproducibly) get the following error after winget upgrade has (apparently) correctly applied an update:

[6/6] Upgrading 'VLC media player' (Id='VideoLAN.VLC') from version '3.0.18' to version '3.0.19' via 'winget upgrade --id VideoLAN.VLC --version 3.0.19'
Found VLC media player [VideoLAN.VLC] Version 3.0.19
This application is licensed to you by its owner.
Microsoft is not responsible for, nor does it grant any licenses to, third-party packages.
Downloading https://download.videolan.org/videolan/vlc/3.0.19/win64/vlc-3.0.19-win64.msi
  ██████████████████████████████  56.2 MB / 56.2 MB
Successfully verified installer hash
Starting package install...
An unexpected error occurred while executing the command:
0x8007029c : An assertion failure has occurred.
winget exit code: 0x8007029c

Steps to reproduce

This occurs upon execution of winget upgrade but there's no actual repro scenario.

Expected behavior

winget upgrade should not display an assertion message, and exit with exit code 0.

Actual behavior

An unexpected error occurred while executing the command:
0x8007029c : An assertion failure has occurred.

Environment

Windows Package Manager v1.6.2771
Copyright (c) Microsoft Corporation. All rights reserved.

Windows: Windows.Desktop v10.0.19045.3570
System Architecture: X64
Package: Microsoft.DesktopAppInstaller v1.21.2771.0

Winget Directories
-------------------------------------------------------------------------------------------------------------------------------
Logs                               %LOCALAPPDATA%\Packages\Microsoft.DesktopAppInstaller_8wekyb3d8bbwe\LocalState\DiagOutputDir
User Settings                      %LOCALAPPDATA%\Packages\Microsoft.DesktopAppInstaller_8wekyb3d8bbwe\LocalState\settings.json
Portable Links Directory (User)    %LOCALAPPDATA%\Microsoft\WinGet\Links
Portable Links Directory (Machine) C:\Program Files\WinGet\Links
Portable Package Root (User)       %LOCALAPPDATA%\Microsoft\WinGet\Packages
Portable Package Root              C:\Program Files\WinGet\Packages
Portable Package Root (x86)        C:\Program Files (x86)\WinGet\Packages
Installer Downloads                %USERPROFILE%\Downloads

Links
---------------------------------------------------------------------------
Privacy Statement   https://aka.ms/winget-privacy
License Agreement   https://aka.ms/winget-license
Third Party Notices https://aka.ms/winget-3rdPartyNotice
Homepage            https://aka.ms/winget
Windows Store Terms https://www.microsoft.com/en-us/storedocs/terms-of-sale

Admin Setting                             State
--------------------------------------------------
LocalManifestFiles                        Disabled
BypassCertificatePinningForMicrosoftStore Disabled
InstallerHashOverride                     Disabled
LocalArchiveMalwareScanOverride           Disabled

Start with the winget upgrade execution described in the report and inspect diagnostic output in %LOCALAPPDATA%\Packages\Microsoft.DesktopAppInstaller_8wekyb3d8bbwe\LocalState\DiagOutputDir. Because the failure is intermittent and has no reproduction scenario, determine which upgrade path emits 0x8007029c; done means a successful update exits with code 0 without the assertion message.