I must be blind but I can't find a way to add images to a post. I've tried clicking on the 'My Media' button but nothing shows up there for me to add any images.
As far as creating the second profile first, the second profile was created long before I tried setting the clients up to update this way. When I asked my rep about setting it up he only told me I needed to create a second profile and not that I needed to go through these extra steps to get it to actually work that way. In his defense though, he might not have known any better.