Greetings!
Well, yes. That is to be expected. The upgrade process requires the external (undocked) configuration, based on some code optimization that does not check for upgrades when in a car configuration. Software (hijack) will not fake this out.
If you have a dead power supply, though, and cut off the plug, you can insert this into the dock and perform upgrades through it. I know - trust me... The physical presence of the plug overrides the upgrade (skip) at boot.
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Paul Grzelak
200GB with 48MB RAM, Illuminated Buttons and Digital Outputs