If you have troubles since the update to WordPress 4.5 please read this post before opening a new thread.
Clicking Add image to slideshow or add external video by url in a portfolio entry – the modal window doesn’t open. In a Post, Add Image to Slideshow – the modal window doesn’t pop up… Not sure when this started happening the site has been live since May. Updated to 1.5 and still having the same trouble.
Try to disable your plugins and check if the issue still persists.
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