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Kybunnies - With portable the libraries have to be inside the
Calibre Portable folder, viz:
If they're not in that location portable will not remember them and you have to rehook them every time you start or restart calibre. You can get around this by putting symbolic links to libraries into the
Calibre Portable folder. Calibre portable is the 32 bit version, if you
need the 64bit version to do large conversions then you will have to patch the 64bit bit version into the
Calibre Portable\Calibre folder each time you upgrade to a new version of calibre.
BTW: it's possible to reinstall Windows without losing existing 3rd party software and data using a process called "In-place Upgrade", here are links that tell you how to do it on
Windows 7 and
Windows 10. I've used both to 'repair' Windows on friends and relatives systems. The only things they lost were Windows customisations, 3rd party AntiVirus software and settings (because I nuked them), and in a couple of cases some browser settings and some extensions (weird).
FWIW: I have not needed to reinstall Windows on any of my computers since I got rid of XP, not even Vista.
BR