I just learned how to upload documents to the Kumoricon site a few months ago, so I could update the site. I maintain all of the information on the site now, with help from publicity and gus. So, I have the advantage of being able to use an ftp site. That was way above my head before I took this job. Jaybug, I'm not sure what level of computer knowlege you have, but I can explain how to upload an image from the beggining, if you like. (Though Negima explained posting one fairly well.)
This stuff was so alien to me, I didn't realize at first that you could upload a picture the same way you upload a text document! (They are treated very differently in Office.) Once I got that, I figured, I bet it works the same way in the forums, and Viola! there an image.
The new site for 2007 will come with a cheat sheet so silly execs like me will be able to do this stuff from the start. (I'm so glad I learned!)
Would people like lessons on this stuff to be part of meetings? We could have a short lesson each time maybe....