You are going to run into DRM issues with Kindles, Ipads or the Google nexus for that matter when trying to run videos you already own. Simplest way I can explain this that the device is designed to play content you bought and own through Amazon which assures there are no DRM issues. You might try uploading video you already own to the cloud for storage and then try to redownload it that way for playing. But I doubt it will work. I tried that with some movies I already had on my computer and only 2 out of about 12 worked properly.