Issue with Teensy 4.1

One known bug is that data is send before the handshake is finished. Did you tried the original usb test code? 

I just tried the usb test code and got the same error messages.

I tested with my Teensy 4.1 on Nomad with macBook Pro and it works without a problem. Is the USB cable ok?
Maybe a windows problem?

Tried a different cable and below is what came up. What specific windows problems could I check for?

I plugged into a different port on my laptop and the usb test sketch started working. I then uploaded a light hack and it still didn't work. When I reuploaded the usb test sketch it then no longer worked

Detach the Teensy after uploading and close the Arduino IDE and Teensy Loader (if open), then try to plug in the Teensy again.

If you are using the same computer for both programming the teensy and also running nomad you have to turn off one of the programs for the other one to work.  If both are on you will have problems programming the teensy and or connecting to the console as both programs are trying to use the usb interface at the same time.  

You were right that was the problem. I didn't think that was the issue because I tried using a different laptop a few days ago that didn't even have the ide installed and ran into the same problem. Must have been a separate issue. Thank you Druuka and sstaub.