After I got my Creality Cloud to link up I can see my printer and when it is printing. I can see my progress and a lot more useful information. The problem I have now is when I try to print via the web interface. I see all my files are visible that is on the SDCard, I click on [Load and Print], and the state is Operational. There is a Resend ratio, which just goes up past 100. 0 / 101 (0%) So I am not sure if that behaves the way it should. Clicking on Print the state changes from "Printing From SD", "Cancelling" to "Operational" in less than 2 seconds.
I am running MARLIN FW 2.0.1, after shutting down everything and rebooting I got a print to go through via OctoPrint in Safe Mode.
Now everything is working smooth! All my prints are working, I can pause and do quite a few things already. So it seems that rebooting it is a must and I changed [Firmware & Protocol] and enabled Wait for [Start on Connect] to true.