Hey Kristin, I was in the same boat as you and discovered the photo thing can be a bit temperamental. Here’s what I did:
1. In the space where you’d like the picture to go, type a single character (a letter, a period, a space, whatever)
2. Highlight that character
3. A little toolbar should then pop up next to your cursor, looks like this:
4. Click on the picture icon on the far right side of that toolbar, choose the picture to upload, and it should show up next to the character you typed after a few seconds or so.
5. Thank the character you typed for its usefulness and then you can delete it. The picture should stick around.