I thought that before you didn’t have data after that? Hence why we did the docker factory reset
As for Docker for Windows and start/stop after reboot, that’s unfortunately a bug in the docker for windows, a such yes it needs to be run after PC/server reboots.
Edit:
Powershell script/task that runs after reboot is a good work around for it
Restarting Computer Bug - #7 by Chandler