Arduino IDE 2.1.1 Mac M2 - Fails to upload, No drive to deploy, Raspberry Pico

Question

I'm using Arduino IDE 2.1.1 on a Mac M2 and it's failing to upload, No drive to deploy, I have tried 3 different Mac's, and multiple Picos & USB cables.

Summary of what I've done:

• Loaded Example Blink application
• Selected board Raspberry Pico W from Raspberry Pi Pico Arduino core 3.3.2
• Port selection initially UF2 which shows connected and successfully uploads, then shows as /dev/cu.usbmodem1101

The first time I do the above the blink application works but any further uploads to /dev/cu.usbmodem1101 fail, with the following output:

Resetting /dev/cu.usbmodem1101
Converting to uf2, output size: 660992, start address: 0x2000
Scanning for RP2040 devices
No drive to deploy.
Failed uploading: uploading error: exit status 1

I have only two ports available for upload

• /dev/cu.Bluetooth-Incoming-Port
• /dev/cu.usbmodem1101

It feels as if I'm either consistently missing some key configuration details or there's technical issues with Arduino IDE or the Pico's

• dankeboy36: I am not sure if you have the same problem, but I am positive the Arduino-Pico core has some issues in the platform definition regarding the pluggable discovery, and the monitor does not work. See arduino/arduino-ide#2100 (comment) for more details. You can start a discussion and ask the platform maintainers. I hope this helps.