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I've added the bit about 25 files total to the "upload a file" area.
I've added a bit about "If you upload more than 5 files we will display all attachments as thumbnails" to the formatting help section.
It is too wordy to go in the box for every comment considering 99% of comments do not have attachments.
Velocio
Could there be a bit of info added to the "Upload a file" link so that people know the basics?
(max 3MB, up to 5 attachments shown in-line, >5 attachments shown as thumbnails) or maybe too wordy. But would help (esp new people in Classifieds) know what to expect their posts to look like.