Whenever I insert an image (either with the menu or the Insert bar icon), I get the placeholder image instead.
I should be getting a file browser dialog, but I only get a 32x32 gray box. Maybe there is a preference somewhere that has changed?
I am using Dreamweaver CS 5.5, on a Mac with os 10.8.2
Yes, this is a defined site. I have dozens of sites, and it happens in all of them. It also happens if I just make a new page, and insert an image, outside of any defined site.
This is happening on new computer, that I migrated everything over to, about two months ago.
I had some issues with preferences not saving. So, I deleted all the old preferences, and reinstalled Dreamweaver. This solived the preference saving issues, and everything except the insert images is working well.
This help article contains the whole troubleshooting enchilada.
Start with #2, #4, #6, #10, #12. If no joy, go to #14.