I guess we don't understand how it could be any easier. Could you be more clear?
I mean, all you do is to scroll down while writing a post, find the Upload tab, upload your photo there (which does mean finding the file and hitting the upload button), then selecting the thumbnail of the photo you just uploaded, choosing how you want it to be in the post, and clicking the Send to Editor button to put it in the post.
What's difficult, exactly, about that? Every step is a simple one, and a necessary one. You choose the photo, put it on the site, then put it into the post. How could it be simplified any?
Saying that you find it difficult is not helpful. What, exactly, is difficult about it? Which part are you having trouble with?