Of interest (and related to the recent wikitech-l threads on uploading large files) is this new firefox extension that handles transcoding from * to Ogg/Theora and uploading: http://firefogg.org/
Not only is this something we may wish to use, but it demonstrates the viability of a complex uploading widget via a firefox extension. The extension is GPLed, so it could serve as a starting point for a commons-uploader firefox extension.
wikitech-l@lists.wikimedia.org