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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.
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?
7 Surprising Harley-Davidson Products that Are Not Motorcycles
Slideshow: The bar-and-shield logo shows up on far more than motorcycles, some of the company's most unexpected products have nothing to do with riding.
Slideshow: From the troubled AMF years to modern misfires, these bikes earned reputations for reliability issues, questionable engineering, or disappointing performance.
Crazy Bunderbike Build Looks Amazing, But Is It Impossible to Ride?
Slideshow: The Swiss custom shop has taken a Harley Softail and stretched it into something so long and low that it looks closer to a rolling sculpture than a conventional motorcycle.
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Slideshow: A standard cruiser becomes an intricate metal canvas in the hands of a Swiss custom house known for pushing Harley-Davidson platforms far beyond their factory brief.
Slideshow: Harley-Davidson's challenges aren't abstract; they show up in dropping shipments, shrinking dealer traffic, and strategic decisions that aren't yet translating into growth.