There is a topic that gets brought up a few times every year. It is something that we may look at in the future, but it also invites a whole new host of issues (possibilites of viruses, bandwidth issues, cost) that need to be carefully considered and weighed. If it was a choice between having a free board with no attachments, or a paid board with attachments, I think most people who choose the former (I think our numbers speak to that!).
One good thing about not having them is it makes people actually attempt to describe their problems. I have been on other boards where they do offer them, and there is a tendency for people to post the attachment with little or no explanation. Also, many people are unable to download attachments for corporate (or personal) security reasons. My workplace won't allow it. So posting attachments might actually REDUCE the nember of people who will try to help you.
