The team at WebDevStudios has done some pretty complete visual mockups of what they view as an improved widget / sidebar management experience. I really like where they are heading. It’s more visual and more consistent with where other parts of WordPress are moving, such as menus and media. I’m glad someone has this idea fleshed out so that the conversation of what will actually happen with the widget interface (probably sometime between WordPress 3.8 and 4.0) can have a baseline to start from.