upload/delete avatar issue

I'm using a plugin to manage an avatar in a sidebar widget.  On the page if I upload an image, I have to navigate away from the page, then back to it to delete it.  Otherwise, it takes two attempts to remove it.  Same thing with uploading the image.  If I delete an image, I can't just simply upload another image in its place unless I do it a second time, then it works.  If I navigate away from the page, then back again, it works fine on the first try.

Is this a caching issue or what?  Permissions on root dir is set to 775