The developer that worked on the recent issues should know how to do it; I think his name was James. I run one now and have been administrator over several forums and
tweaked code for several different kinds of forum software. Most of the time it is a matter of turning it on and letting the code know where to upload the
images/attachments in tandem with granting permissions to the users. I know it's possible with the IP Board software we run here because I am a member of another
forum that uses the exact same software; they allow you to attach up to 10 items(.jpg, .png, .pdf, etc...) to a post and insert them into the post.