First of all, I have to say thank you, because I have successfully uploaded an image to a thread from my iPad!
However, I have noticed that after I do this once, the next time I go to upload an image, even if it is a whole new thread, the upload shows up as the previously uploaded image. For example, I just posted a read in style exchange for a pair of Franco Sarto shoes, and the image successfully posted. However, when I went to post another item available -- a pair of pants -- I attempted to upload the next photo (of the pants), but instead, the last photo I'd uploaded, the one of the shoes, shows up.
Not sure why this would be. I even tried restarting my iPad in case it was something glitchy to do with the Photos app, but it still happened.
Below, as a test, I've uploaded three random photos from my iPad, but they all show up as my last uploaded image. CORRECTION: actually, they're not showing up at all.
Just thought you would like to know.