Hi ghosam,
I also own a DNX 5330BT.
Updating is fairly easy.
Most of the information you need are right here in this forum.
I shall help you on the first 2 questions:
1) Updating the software of the Garmin requires you to update the software for the DNX 5330BT as it comes in one update file.
Download the update file from Kenwood website.
Download the update guide as well.Code:Please Login or Register to see the links
The update will take quite a while, so you need to keep your engine running until the update completes.Code:Please Login or Register to see the links
2) For map updating, you will just need to follow the exact folder placement as what you currently have on your external micro sd card.
You will see a "Garmin" folder when you first view the micro sd card.
Inside the "Garmin" folder is where you need to place your map's gmapsupp.img file.
Your junction view file goes directly into the JCV folder.
*Note: Do note that not all map IMG are named as GMAPSUPP.IMG.
Some are named GMAPPROM.IMG and etc.
You can get your updated maps from here... [Only registered and activated users can see links. ]
You can unlock the maps using gimgunlock tool.
Updated maps links thanks to kenta2.



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I was struggling for almost 9 months without a solution. Now its fixed and I am very happy for that.

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