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Katdragon, when you say that the book "won't load into calibre" what do you mean, what error message do you get?
Books with DRM can be uploaded into calibre but you can't open (read) them via calibre or make any changes (eg add covers etc). As razmichael says, if you are simply transferring DRM'd books to your kobo it is probably better to use ADE instead.
calibre is better for setting up libraries, adding covers, editing metadata, converting to different formats etc - and all these require the book to be DRM free.
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