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: I must be missing something, I dont see where the multiple image
: upload function is on my post message form..

Hope my memory doesn't play tricks with me.
We're talking about transitchat, right? If yes, then ..

the upload feature on post message form is in an IFRAME below the formatting buttons and above the textarea. (could be configured to show below textarea)

Problem might be the fluid 3 column layout. Then forum by default works just fine with fluid width. However, the IFRAME showing the embedded upload does the same, thus upload field isn't visible when the right layout column forces the form to shrink it's witdh.

One solution is to adjust IFRAME dimensions using CSS. Add this to site.css and see what you get:

/* upload functions */
iframe#upl_frame {
    height: 3.5em;
}
div#glob_wrapbbs table#upl_fileinfo {
    width: 100%;
}

Maybe you'll run into other problems related to the fluid 3-column layout on smaller screens. All of such problems can be solved one way or the other using CSS. E.g.: you could define a color 'white' for the container where the forum sits instead of inherited transparency. Then you could use "z-index" attribute for the main content container and the right column. z-index for right column must be lower than for content container. Then on smaller screens the content should be shown on top of the right container (which is then hidden behind the content).
...... several ways to play with CSS .... only .... test all CSS with various browsers.

Hope this helps.
Rainer