Connect the USB Thumb Drive to the Chromebook via the USB 3.0 port (right edge)
The USB Thumb Drive appears on the left.
This image is an example only.
Tap or click My Files and navigate to the desired Images or Videos.
Select the file(s) and drag and drop them into the desired folder within the Thumb Drive.
Not all files can be dragged and dropped into all folders. A small green plus sign will appear over the file image if it can be moved to a specific folder.