How to load Arduino sketch on SparkFun Qwiic Pro Micro - USB-C (ATmega32U4) from Apple Silicon Mac

Qwiic System
5
  1. When I first plug the board into the USB port, it does not show up - ls /dev/tty.usb* does not get any new entries
  2. When I double press the button on the board, it does show up in ls /dev/tty.usb* and I can connect to it in the Arduino UI, but only for a few seconds. The entry I see is /dev/tty.usbmodem5101
  3. If I connect the board via USB, press the button twice and very quickly click the “Upload” button in the Arduino UI to try to flash the build before the board goes away

This is what I see in the Arduino console UI:

Waiting for upload port...
No upload port found, using /dev/cu.usbmodem5101 as fallback
"/Users/zach/Library/Arduino15/packages/arduino/tools/avrdude/6.3.0-arduino17/bin/avrdude" "-C/Users/zach/Library/Arduino15/packages/arduino/tools/avrdude/6.3.0-arduino17/etc/avrdude.conf" -v  -patmega32u4 -cavr109 -P/dev/cu.usbmodem5101 -b57600 -D "-Uflash:w:/Users/zach/Library/Caches/arduino/sketches/AF10DD65273260E7F1A2375309BCDCA1/temperature-sensor.ino.hex:i"

avrdude: Version 6.3-20190619
         Copyright (c) 2000-2005 Brian Dean, http://www.bdmicro.com/
         Copyright (c) 2007-2014 Joerg Wunsch

         System wide configuration file is "/Users/zach/Library/Arduino15/packages/arduino/tools/avrdude/6.3.0-arduino17/etc/avrdude.conf"
         User configuration file is "/Users/zach/.avrduderc"
         User configuration file does not exist or is not a regular file, skipping

         Using Port                    : /dev/cu.usbmodem5101
         Using Programmer              : avr109
         Overriding Baud Rate          : 57600
avrdude: ser_open(): can't open device "/dev/cu.usbmodem5101": No such file or directory

avrdude done.  Thank you.

Failed uploading: uploading error: exit status 1