Not everyone works that way, so that would be an unacceptable restriction for some.
If you have a messy structure, you can feel free to open a Help thread, and people might have some suggestions for you to automatically clean it up with plugins or external tools in your OS.
Depending on the image link format you ended up with, you might be able to organize the images however you want without breaking any links. If you do open a Help thread, make sure to show some examples.