Inkplate ESP32 upload timeout on multiple USB ports

Customer:

I’m having trouble uploading to my Inkplate. I’ve confirmed the button is in the on position and COM 3 is selected in the serial port settings. I’ve tried all the different USB ports on my computer. I tested both monochrome and greyscale modes. When I press compile (successful), then push, I get this error:

A fatal error occurred: Failed to connect to ESP 32: Timed out waiting for packet header

Originally submitted via the contact form on soldered.com on 28 September 2020. Migrated to the forum for community visibility.

Soldered Support:

Did you try using the Inkplate with another computer? It’s unusual that uploads are failing across multiple USB ports. Can you send a screenshot from Windows Device Manager?