When we first got our 2021 silverado we had the free wifi for 3 months with On-Star trail and the Carplay worked wirelessly, but once that trial period ended carplay stopped working wirelessly and we had to use the cord. The reason I found was that the data transfer needed for carplay needed the wifi to work wirelessly. But as of a couple of weeks ago the carplay just started connecting and running wirelessly again. Not sure if Apple upgraded something in a recent update, but I'm not complaining now. It will drain the phone battery.