Windows/Mac: Jumpshare, the previously mentioned web app for hassle-free file sharing, now has a desktop utility that makes sending documents, images, folders or other files to someone as easy as dragging and dropping. Best of all, it's free.
Jumpshare already recognises over 200 specific file types, including Office documents, image files, videos and audio files. It makes sending files to others super fast without you worrying about controlling who can access what or how much storage they take up in your account.
To use it, just drag the file you want to share right on top of the Jumpshare systray icon in Windows or the menubar icon in OS X. You can use it to share files with others directly, or hold down the Alt key while you drag and drop your file to post it directly to Twitter or Facebook. Jumpshare also has screenshot sharing built-in, so you can have it automatically upload your screenshots and drop a link to it in your clipboard.
The Jumpshare OS X app has been around for a while, but the Windows utility just launched last week. The thing that makes Jumpshare more useful than, say, just adding a file to Dropbox and sharing it is that you don't need to clutter up your own storage space with a file you're only sharing once or twice. Free accounts come with 2GB of storage.