Media Metadata Workflow Wizard: Integrate your media metadata workflow with WordPress's Media Library
Not yet, but it is planned. Please let the author know if you're interested.
Please send me the file at email@example.com. By sending it to me you give me permission to add it to my test suite, and I'll do my best to get it working.
= If I upload a TIFF, my Insert Media dialog box stops working correctly. Why?
It's a problem with WordPress, not with MMWW: WordPress doesn't handle TIFFs correctly. To fix your Insert Media dialog box, visit the Media Library from your dashboard, and delete all your TIFF attachments.