Your photo is likely too large. You need to make sure it is under 300 kb's or it will not attach. Here are the steps to follow:
1. Log in and open you original request
2. Click on Edit, upper left of your open post
3. Scroll down and click on upload attachment and browse your computer
4. Upload, enter a comment or title for it if you would like
5. Then be sure to click attach or it won't attach it
6. Scroll down and click submit
It should show on your post as long as the file size is not too large.