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The FileUpload package makes it easy to add robust, high-performance, file upload capability to your servlets and web applications. FileUpload parses HTTP requests which conform to RFC 1867, "Form-based File Upload in HTML".
Shutter is a feature-rich screenshot program. You can take a screenshot of a specific area, window, your whole screen, or even of a website - apply different effects to it, draw on it to highlight points, and then upload to an image hosting site, all within one window. See http://shutter-project.org/about/ for a feature list.
Screen capture program that allows for region/window/full-screen screenshots. Can FTP screenshots and put the URL in your clipboard in a single keystroke. Supports automatic custom naming conventions with variables. Optionally can interface with image editing software.
MediaAttach is a file management and integration module. Beside several hooks for embeding upload functionality into other modules it offers means for file management and content integration.
attachment_fu is a plugin by Rick Olson (aka technoweenie ) and is the successor to acts_as_attachment. To get a basic run-through of its capabilities, check out Mike Clark's tutorial.
Subdownloader is a Free OpenSource tool written in PYTHON for automatic download/upload subtitles for videofiles (DIVX,MPEG,AVI,etc) from www.OpenSubtitles.org (OSDB) using fast hash.
jUploadr is a cross platform, cross-site Photo uploader. Currently it runs on Windows Linux and OS X and supports both Flickr and Zooomr. It allows you to set all properties of a photo before you upload it. It also supports batch editing, so you can make short work of uploading a bunch of files.
Wput is a command-line ftp-client that looks like wget but instead of downloading, uploads files or whole directories to remote ftp-servers. Features include wget like interface, TLS-encryption, resuming, speed limits, time-stamping, proxying and more.