The old software is very finicky with the USB designations. I have found with Win 10, probably with Win 8 and back to Vista, that if you have plugged the Cougar into multiple ports the software gets confused. You get write errors and all sorts of disconnects. I have found a program to use to uninstall the unplugged drivers causing the problem. Then I can manage to maybe download a profile once, and it works. But to download again I got to delete the drivers and start over. Target works great, but I am a software retard.
http://www.nirsoft.net/utils/usb_devices_view.html
Even if the drivers are not installed right, it still shows it as the Cougar. I just highlight anything related to the Cougar, and uninstall them. Go into Device Manager and scan for changes. Should work now.