I’ve got that setup, but what I’m having issues doing is actually setting the images as the different sizes in the “Gallery” tab in the “Featured Image” pop up thingy.
I have uploaded an image that is 50×50 and I’ve set the thumbnail sizes to 50×50 in Settings > Media. But it won’t let me make an image, that’s not the featured image, the thumbnail. I can only set my larger image as the thumbnail or the full size, but I can’t set the smaller image as the thumbnail.