I remember when I first started using Calibre and I only had about 200 ebooks. Such a chore to get them in there but so worth it. By the time I was up to 500 ebooks I realized some stuff didn't have descriptions so I went back and added it all and now I just do it as soon as I buy an ebook. Into Calibre it goes so that the DRM can be stripped and everything tagged how I want it with series info with a pretty cover and description. Makes me so much happier!
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