andrelevy > It’s normally more useful, especially for SEO, when the filename depends on the Title of the media. In my case, photos contain EXIT and the title of the media automatically gets the title I set in LR (thanks to WP). My plugin then give it a nice filename instead of the boring DSC**** files by example. But that gives the power to the users to also change this title to anything they want. Each media will have its own name and that can be changed anytime.
Rename from the post title is not especially good for SEO since all the files will have the same name. Repeating content/filename was working for SEO only 10 years ago but now it’s about content and quality. The filenames should be cleverly chosen and all different.
About the numbering, it is not as simple. Imagine you delete a file, the boat-7.jpg in your post. Then there will be a “hole” in the counting. If you add another file, should it come boat-7? And if you forgot to delete references to this file then it will be replaced with a “random” new one. Imagine that in many automated process when content is created automatically, files are deleted/uploaded automatically, etc… If you had encountered as many cases as I did, you will see many dangers, and many users will come here and cry that it destroyed they website. Unfortunately, it’s like that…
That said, I will add this option in the PRO version. PRO users usually contact me when there is a problem to resolve it (FREE users just come here and cry out loud :p). I add advanced and potentially support-needy features in that version.