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First, don't try to do the Ermine update and Library transfer at the same time. Get the Ermine update first and once Ermine is installed do the Library transfer, or opt-out of the beta on your enTourage Account page and do the Library transfer first.
As for the Ermine Update download, there can be intermittent network issues. Ensure of course that your eDGe can reach a number of websites just to be sure you have internet access. Also try connecting to a wifi network somewhere else (coffee shop, friend's place, work, etc.).
For the Library transfer, try reformatting the SD card on a PC as a MS-DOS FAT32 or NTFS partition, using the standard the default sector size. Make sure there are no other partitions on it. Then on your eDGe make sure you can copy files from Internal Storage to the SD card to make sure the eDGe is properly recognizing it.
As for the YouTube app, YouTube changes their system every few months, rendering the enTourage YouTube app useless. Once you have Ermine installed, try it again. Of course, you should try different videos, too, rather than the same one repeatedly.
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