Whenever someone complains about this issue in the forum, @stuck shows up and says it’s not all that bad. (My story ishere, it took them 8 days iirc).
After that I reached out to the support again for a general discussion of the matter. Here’s the answer:
My colleagues acknowledged and sent their apologies for the inconvenience. Windows Updates unavoidably require new licence activations with the current licencing system, and this is unfortunately not likely to change in the foreseeable future.