Zachary,
For me this would depend on if I need the title of the image to be searchable or not, for me usually not. Personally I use a business name and projectname as follows
$:/business/project/images/imagename
eg
$:/PSaT/MyMenus/images/Hamburger.jpg
Then when I assign or display images I use this full name, or get tricky with the `[prefix[$:/PSaT/MyMenus/images/]]` I often place the image name into a icon or other field as well.
In time I hope to automate the addition of such name prefixes into the import process.
Regards
Tony