Hello there @CubeOfSkill!
This is a very peculiar issue, indeed. Per your provided log, the compiled seems to be working as intended until it reaches the point of checking particular set of binaries:
The first step would be to make sure said files are still present. Additionally, since removing and re-adding the plugin is key, make sure that the plugin is back enabled once it was re-added.
Finally, there are more details in the crash log, if you can share its contents here, we can investigate further.
C:\Users\roeh2\AppData\Roaming\Unreal Engine\AutomationTool\Logs\C+Program+Files+Epic+Games+UE_5.3\UBT-HitTubeUpdatedDemo-Win64-Development.txt