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Well, there was always the possibility that a device isn't backwards compatible. I've a Simple Touch (2011), so still good, I guess. I've been holding my breath on my Nanos and Itouch's for the same reason.
Maybe a factory reset and refresh is in order? That way, you can reregister, get everything operational so that you can continue to sideload and use your device for several more years. It's only really a problem if your device crashes - you won't be able to use it if you can't do a factory reset in the future. I don't think it makes any difference for removing DRM for anything purchased at the Nook Store since you download that to your computer, not your device.
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