you would be surprised at how much time is spent keeping everything organized, it does add up.
for very similar mods (like the various logo shirts), i would suggest an archive or pack. one 'collage' picture could represent some of what is in the pack, and you can update the archive when you think you have enough content to add to it worth updating.
not sure what kind of file sharing site would have the capability to simply add files to a folder for people to download (besides dropbox), but a lot will accept a zip file.
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