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Possible complication, based on chatter concerning the latest builds of Windows: Microsoft is trying harder and harder to expand use of the previously-run-programs cache, and that appears (according to the chatter) to be a Python-Windows interface issue. I've noted a similar issue with other Python-based programs since the January Windows Update.
I resolved it on my machines by emptying the previously-run-programs cache (I use BleachBit because it's easy for me to teach newbies to use, but there are many other options), which ended all of the processes and allowed a normal installation cycle. It seems to creep back in later, though -- especially upon updating plugins and doing a commanded-from-within-Calibre restart.
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