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Originally Posted by threebluestars
THANK YOU! It was the devices. Weirdly it didn't like me specifying "Kobo Aura H2O" and wanted it to say "Any Device" - why, I don't know, but it's working under that setting.
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At times, I found that specifying a device caused issues when I did factory resets or firmware updates and something changed in how the device was seen. I just use Any device now since that doesn't care what Kobo ereader I connect and I no longer use different profiles for different devices.