For issue #1 you need to take care of it yourself by not putting any album art on your thumb drive. This will get you immediate results. Waiting on HD for a fix will take .. a long time.

You can clone your drive to have a separate drive just for use on the bike. In windows, do a file search of the bike drive, and delete all image files (.jpg, .gif, .bmp ).
If you are using a playlist creator such as MediaMonkey, when you go to add more music to your "bike" drive, you can tell the program not to export album art.

On issue #7 - make friends with a HD tech and see he can disable the popup via the same software they use to flash the radio. For example - they can enable/disable certain features of the boombox and this may be one of them.
Another example - I am installing the HD COM harness this week and so then I have to take it to the dealership where they hook into the computer to "enable" the intercom/VOX.

Hope this helps.

 

There is still snow on the roadways so you can understand why my 2014 FLHTk still has 11 miles on it. I am having difficulty doing a proper trip planner. On H-D.com/tripplanner it looks great but load it in the bike and tell it to go and it looks like this. The split in the route was not planned that way. I doubt that it will make any difference but the bike is stationary. Any suggestions?