Errors flashing on macOS

Also worth noting that ChatGPT and Gemini both suggest the "double-reset trick" where you press the Upload button, then double-press the reset button the firmware as soon as the "Performing 1200-bps touch reset on serial port..." message appears. Here is the error I get if I do this:

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.usbmodem4101
         Using Programmer              : jtag2updi
         Overriding Baud Rate          : 115200
avrdude: jtagmkII_getsync(): sign-on command: status -1
avrdude: ser_recv(): read error: Device not configured
avrdude: jtagmkII_getsync(): sign-on command: status -1
avrdude: ser_send(): write error: Device not configured
avrdude: jtagmkII_send(): failed to send command to serial port
avrdude: ser_recv(): read error: Device not configured
avrdude: jtagmkII_getsync(): sign-on command: status -1
avrdude: ser_send(): write error: Device not configured
avrdude: jtagmkII_send(): failed to send command to serial port
avrdude: ser_recv(): read error: Device not configured
avrdude: jtagmkII_getsync(): sign-on command: status -1
avrdude: ser_send(): write error: Device not configured
avrdude: jtagmkII_send(): failed to send command to serial port
avrdude: ser_recv(): read error: Device not configured
avrdude: jtagmkII_getsync(): sign-on command: status -1
avrdude: ser_send(): write error: Device not configured
avrdude: jtagmkII_send(): failed to send command to serial port
avrdude: ser_recv(): read error: Device not configured
avrdude: jtagmkII_getsync(): sign-on command: status -1
avrdude: ser_send(): write error: Device not configured
avrdude: jtagmkII_send(): failed to send command to serial port
avrdude: ser_recv(): read error: Device not configured
avrdude: jtagmkII_getsync(): sign-on command: status -1
avrdude: ser_send(): write error: Device not configured
avrdude: jtagmkII_send(): failed to send command to serial port
avrdude: ser_recv(): read error: Device not configured
avrdude: jtagmkII_getsync(): sign-on command: status -1
avrdude: ser_send(): write error: Device not configured
avrdude: jtagmkII_send(): failed to send command to serial port
avrdude: ser_recv(): read error: Device not configured
avrdude: jtagmkII_getsync(): sign-on command: status -1
avrdude: ser_send(): write error: Device not configured
avrdude: jtagmkII_send(): failed to send command to serial port
avrdude: ser_recv(): read error: Device not configured
avrdude: jtagmkII_getsync(): sign-on command: status -1
avrdude: ser_send(): write error: Device not configured
avrdude: jtagmkII_send(): failed to send command to serial port
avrdude: ser_recv(): read error: Device not configured
avrdude: jtagmkII_getsync(): sign-on command: status -1
avrdude: ser_send(): write error: Device not configured
avrdude: jtagmkII_send(): failed to send command to serial port
avrdude: ser_recv(): read error: Device not configured
avrdude: jtagmkII_getsync(): sign-on command: status -1
avrdude: ser_send(): write error: Device not configured
avrdude: jtagmkII_send(): failed to send command to serial port
avrdude: ser_recv(): read error: Device not configured
avrdude: jtagmkII_getsync(): sign-on command: status -1
avrdude: ser_send(): write error: Device not configured
avrdude: jtagmkII_send(): failed to send command to serial port
avrdude: ser_recv(): read error: Device not configured
avrdude: jtagmkII_getsync(): sign-on command: status -1
avrdude: ser_send(): write error: Device not configured
avrdude: jtagmkII_send(): failed to send command to serial port
avrdude: ser_recv(): read error: Device not configured
avrdude: jtagmkII_getsync(): sign-on command: status -1
avrdude: ser_send(): write error: Device not configured
avrdude: jtagmkII_send(): failed to send command to serial port
avrdude: ser_recv(): read error: Device not configured
avrdude: jtagmkII_getsync(): sign-on command: status -1
avrdude: ser_send(): write error: Device not configured
avrdude: jtagmkII_send(): failed to send command to serial port
avrdude: ser_recv(): read error: Device not configured
avrdude: jtagmkII_getsync(): sign-on command: status -1
avrdude: ser_send(): write error: Device not configured
avrdude: jtagmkII_send(): failed to send command to serial port
avrdude: ser_recv(): read error: Device not configured
avrdude: jtagmkII_getsync(): sign-on command: status -1
avrdude: ser_send(): write error: Device not configured
avrdude: jtagmkII_send(): failed to send command to serial port
avrdude: ser_recv(): read error: Device not configured
avrdude: jtagmkII_getsync(): sign-on command: status -1
avrdude: ser_send(): write error: Device not configured
avrdude: jtagmkII_send(): failed to send command to serial port
avrdude: ser_recv(): read error: Device not configured
avrdude: jtagmkII_getsync(): sign-on command: status -1
avrdude: ser_send(): write error: Device not configured
avrdude: jtagmkII_send(): failed to send command to serial port
avrdude: ser_recv(): read error: Device not configured
avrdude: jtagmkII_getsync(): sign-on command: status -1
avrdude: ser_send(): write error: Device not configured
avrdude: jtagmkII_send(): failed to send command to serial port
avrdude: ser_recv(): read error: Device not configured
avrdude: jtagmkII_getsync(): sign-on command: status -1
avrdude: ser_send(): write error: Device not configured
avrdude: jtagmkII_send(): failed to send command to serial port
avrdude: ser_recv(): read error: Device not configured
avrdude: jtagmkII_getsync(): sign-on command: status -1
avrdude: ser_send(): write error: Device not configured
avrdude: jtagmkII_send(): failed to send command to serial port
avrdude: ser_recv(): read error: Device not configured
avrdude: jtagmkII_getsync(): sign-on command: status -1
avrdude: ser_send(): write error: Device not configured
avrdude: jtagmkII_send(): failed to send command to serial port
avrdude: ser_recv(): read error: Device not configured
avrdude: jtagmkII_getsync(): sign-on command: status -1
avrdude: ser_send(): write error: Device not configured
avrdude: jtagmkII_send(): failed to send command to serial port
avrdude: ser_recv(): read error: Device not configured
avrdude: jtagmkII_getsync(): sign-on command: status -1
avrdude: ser_send(): write error: Device not configured
avrdude: jtagmkII_send(): failed to send command to serial port
avrdude: ser_recv(): read error: Device not configured
avrdude: jtagmkII_getsync(): sign-on command: status -1
avrdude: ser_send(): write error: Device not configured
avrdude: jtagmkII_send(): failed to send command to serial port
avrdude: ser_recv(): read error: Device not configured
avrdude: jtagmkII_getsync(): sign-on command: status -1
avrdude: ser_send(): write error: Device not configured
avrdude: jtagmkII_send(): failed to send command to serial port
avrdude: ser_recv(): read error: Device not configured
avrdude: jtagmkII_getsync(): sign-on command: status -1
avrdude: ser_send(): write error: Device not configured
avrdude: jtagmkII_send(): failed to send command to serial port
avrdude: ser_recv(): read error: Device not configured
avrdude: jtagmkII_getsync(): sign-on command: status -1
avrdude: ser_send(): write error: Device not configured
avrdude: jtagmkII_send(): failed to send command to serial port
avrdude: ser_recv(): read error: Device not configured
avrdude: jtagmkII_getsync(): sign-on command: status -1
avrdude: ser_send(): write error: Device not configured
avrdude: jtagmkII_send(): failed to send command to serial port
avrdude: ser_recv(): read error: Device not configured
avrdude: jtagmkII_getsync(): sign-on command: status -1
avrdude: ser_send(): write error: Device not configured
avrdude: jtagmkII_send(): failed to send command to serial port
avrdude: ser_recv(): read error: Device not configured
avrdude: jtagmkII_getsync(): sign-on command: status -1
avrdude: jtagmkII_getsync(): timeout/error communicating with programmer (status -1)

avrdude done.  Thank you.

Failed uploading: uploading error: exit status 1