The dialog box was [recently redesigned](http://meta.stackexchange.com/a/168763/1438), but the functionality hasn't really changed. If you have an image in your clipboard, you can use Ctrl-G to bring up the Imgur dialog box and paste the image using your OS's paste-from-clipboard keyboard command (often Ctrl-V or Command-V). No need to use the mouse or the file manager. If you already have an image hosted somewhere, you can also use Markdown to link to the URL: ![New Imgur uploader](https://i.sstatic.net/qag6ht.png) ![New Imgur uploader](https://i.sstatic.net/qag6ht.png) Malabarba has a rather fine [Stack Exchange mode](https://github.com/vermiculus/sx.el) for Emacs, but it does not seem to support image uploads just yet. Perhaps it could provide some relief to your hotkey annoyance when composing posts?