Better UI for removing / changing menu icons

I'm having a really hard time deleting a menu icon, or replacing an existing icon with another. In the UI there's no "delete" button, to remove the existing image, and uploading a new image does not change the icons in the menu. The file name in the path textfield remains the same, so I can't tell if the new file I uploaded is doing anything at all.

1) add a delete button to remove the existing icon. I keep trying to delete the value in the path field, but that won't save. Uploading a new file also does not seem to replace the existing one.

2) do not change the name of the file when uploaded. How is a user supposed to know what public://menu_images/menu_icon_1183.jpg looks like? but bunny.png means something to me, as does the replacement, puppy.png

3) Flush the image cache on change. Using image styles means that when the original image changes, the derivatives need to be deleted so they can be re-generated on-demand. (This would be less of a problem if the new and old files did not have the same name.)

4) Maybe consider using the managed_file form element instead of just file. This will store and track these files in the files table, and make the process of managing the menu icon files a little easier. (Plus, it has a delete button!)