@UnexpectedMaker The boards are using tinyuf2. The boards json are missing the entrys for.
See example from Adafruit https://github.com/pioarduino/platform-espressif32/blob/main/boards/adafruit_feather_esp32s3_reversetft.json
-> partition.csv and tinyuf2.bin entrys.
The entry "ldscript": "esp32xx_out.ld" is obsolete and not used since Arduino core 2.x

maybe add option board_upload.after_reset = watchdog_reset as suggested in espressif/arduino-esp32#6762 (comment) for the CDC S3 boards?
Needs testing.

@Jason2866 Unlike Adafruit that only have the TinyUF2 partition, I don't and it's not the default and I'm ok with it not being used in PIO.

I'll remove the "ldscript" entry, but it seems most boards still have it in there anyway.

My boards are set to HWCDC/Serial JTAG, so the watchdog thing is not needed. If someone changes the mode in their platform.ini, they can also add the watchdog reset.

Hmm, they should all have "-DARDUINO_USB_MODE=1" - but it seems that was never picked up from the Arduino Core? Or were these files never generated from that?

boards.json are all "handmade" That's why so many have missing entrys or the obsolete "ldscript" entry. Copy&Paste... Platformio crew never really checked the provided PRs for the boards. Anyways it will be always a mess as long boards are available with same name and different MCU configuration

boards.json are all "handmade" That's why so many have missing entrys or the obsolete "ldscript" entry. Copy&Paste... Platformio crew never really checked the provided PRs for the boards. Anyways it will be always a mess as long boards are available with same name and different MCU configuration

Wow, I never realized - I would have kept up with adding my boards here and keep them updated if I had know. I assumed they came from the Arduino Core.

Thanks for the help and guidance @Jason2866 :)

@UnexpectedMaker Just noticed after hitting the merge button. When tinyuf is not used this entrys should be removed.

    "use_1200bps_touch": true,
    "wait_for_upload_port": true,

Ok, nps, I'll get those updated tomorrow when I get into work - late here now - Zzzzz time...