I love this plugin when it works :)
Here's the latest problem:
1. When you move the site to a new server, the Image Widget always breaks - I've done this probably 20 times now for different clients, I always have to manually set up the image widgets again.
2. The image doesn't get added, but it still says "Change Image" even though there's no image there. I've finally been able to add the images without using the search or filter by date feature, which was very time consuming, but it finally worked.