Thanks for the response midnitesnake.
So, to flash the Ducky on a mac I need to install Macports, and then use Macports to install libusb-devel, and then install dfu-programmer, and then follow the instructions on the wiki? The wiki said nothing about that, I am confused?
Also, I am using Duckencode.jar Version 1.2 found here: https://github.com/hak5darren/USB-Rubber-Ducky/wiki/Downloads#version-12
When I cross-referenced my results with other Mac users results on the Payloads forums on GitHub I realized that not everyone was having this error. Is that because everyone else has flashed their ducky to upgrade the Firmware? When I flash the ducky, will it upgrade it to new firmware or just restore the firmware that the device had when I received it? I don't think I need to flash to fix anything, I just assumed that because the GUI command isn't working for me that the firmware must be out of date.