In all the logs so far you've only posted it when it was working correctly.
Please can you also just reboot your PC, and reconnect the Espruino board with a different USB cable (just in case). It could just be that the USB driver has got in a weird state.
Espruino is a JavaScript interpreter for low-power Microcontrollers. This site is both a support community for Espruino and a place to share what you are working on.
This seems to be an issue with communications with the board rather than with the compiler.
Do you have a Web IDE log for what happens when it's not working?
Specifically I'm interested in the bits right after:
In all the logs so far you've only posted it when it was working correctly.
Please can you also just reboot your PC, and reconnect the Espruino board with a different USB cable (just in case). It could just be that the USB driver has got in a weird state.