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As a side issue
I prefer to always use subdirectories for all product images
It cleaner, easier to maintain, and forces the use of the underscore "_" as the delimiter

Yes if you load the main image last, that should work fine.

Of course this still isn't optimal for images.
as you should have small, medium and large versions of the images for efficiency....

You can only upload the first (main) image by the admin interface on the product page.
kummik.jpg

The additional images need to be upload manually by ftp
kummik_01.jpg
kummik_02.jpg

If you...