I have multiple ESP32 Dev boards. Some of them require me to manually press the LOAD button. Others will perform the upload automatically. I do have a USB extension cable from the PC to the Dev PCB.
Is there a cap value I can change or something to make Auto Upload work consistently?
Thanks

Hi.
I don’t think so.
I also have both boards, but looking at them, I can’t tell the difference.
It has to do with the internal circuit responsible for putting the ESP32 into bootloader mode. I don’t think you can change that.
Regards,
Sara

You can try to follow this simple hack and see if it solves the issue: https://randomnerdtutorials.com/solved-failed-to-connect-to-esp32-timed-out-waiting-for-packet-header/
Regards,
Sara

There are 2 transistors which are driven by the USB-TTL shifter. I think they are supposed to perform an exclusive OR function which should provide automatic loading. Apparently there is some marginally timing issue which works on some PCB and not on others.
Thanks for your reply

Let me know if you need further help.
Regards,
Sara