Mate I have done update to my Kenwood unit had your problem also however here is the fix that worked for me
1Format you USB however make sure the box ALOCATED SPACE is selected not a selected byte size
2 Extract the files from your PC to the USB ONLY the extracted files on the USB
If this fails maybe the USB itself is the problem
Get another USB 16 GIG to 32 do the above step again
AND MAKE SURE your head unit is in STANDBY
must be to install the files
Go
STANDBY
SETTINGS
SOFTWARE
Depending which update you are installing should go white logo install
Go youtube there are some videos on this process
GOOD LUCK
Oh and have fixed my unit that had a Garmin screen freeze figured out how to get into the internal GARMIN software saved me $300 + the KENWOOD wanted to send it in at present researching a few models as to how and where the GARMIN is hidden
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