Hey Leo, welcome to Meta.
The current thinking is that the header should have the most descriptive item. The one that gives the best sense of what the option is like in the real world. Videos usually convey the most information followed by screenshots and then logos. And since videos for software are less common, you mostly get screenshots there.
Rethinking how thumbnails work so they don't get cropped in the list view when the header isn't in 1:1 aspect ratio is on the to-do, but, yeah, it's an issue currently.