Continuing the discussion from Debugging on the new Nano ESP32:
( I am now using a Nano ESP32).
Issue: Once you have used the board in debug mode and then want to switch back to Normal mode (TinyUSB) then a normal Upload fails with:
No DFU capable USB device available
Failed uploading: uploading error: exit status 74
This seems to be because you cannot reset Programmer: "ESPtool"
Hi @dtone1. Did you perform the procedure described here?:
https://docs.arduino.cc/tutorials/nano-esp32/debugging#restore-normal-upload-functionality
Did you perform the procedure described here?:
https://docs.arduino.cc/tutorials/nano-esp32/debugging#restore-normal-upload-functionality
I have now, thank you! 
You are welcome. Did that solve the problem?
Yes, all good now.
FWIW. I had modified the blink test sketch to use the built-in led and had a difficult time seeing the system colours being displayed when using the boot or the reset buttons. Once I switched to a separate led then everything made sense - so although it is tempting to use the built-in led with its three colours I think that I will leave that alone for now.