Yep! I had the same issue and here's what works: go to the watch settings and in gear info, click usb debugging. Connect your charging cradle and connect a compatible USB cable to the cradle after removing the charging cable. Plug it into a pc and open the Gear in windows explorer. From there, you can drag and drop into the appropriate folder. I haven't figured out any wireless way to do this yet, besides the photos that sync for home screen styling.
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