Resume Task Seq After Reboot | Multilanguage InPlace Upgrade

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I am trying to upgrade Windows 10 instances that were installed using en-US media and have language packs applied to them.

As you may know, this will fail if the upgrade media is en-US (i.e. does not correspond to the language pack that has been applied to the OS).

I am trying to workaround this issue by rebooting into WinPE before starting the Upgrade step. In WinPE I will use DISM to change the system UI language to en-US which should allow the upgrade to proceed (I will apply necessary language packs and UI settings in a later step).

The step works fine and I am able to change the system UI language successfully in WinPE. The next step reboots the system into the OS, with the following step the 'actual' upgrade step.

However, after the system reboots from WinPE into the OS, the 'upgrade' step does not run - there is no progress UI or anything (although I can see TSManager.exe and OSDUpgradeWindows.exe running in the background.

Looking at the SMSTS.log, OSDUpgradeWindows.exe is constantly trying to validate certificate (effectively a loop) - is that why the task sequence never continues?