Hi @PJ_Glasso
I think I have the same issue with my XIAO nRF52840 Sense. I need to push the reset button twice before uploading the code. (not sure if that is called opening bootloader) Otherwise the port selection option is greyed out. Can you confirm if you had the same issue and fixed it by updating bootloader? (feels like asking a contact method from you but not sure if its under community guidelines :
)