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Java Multiple File Upload Applet (JUpload) takes care of the limitation posed by traditional HTML upload forms by allowing you to upload a whole directory and the files within it with a single click. Optionally, it allows simple picture management.
Open Upload is an open source extensible PHP application for fast file upload and download for big (and small) file sharing, like rapidshare and megaupload. Multiple authentication methods, database backends, multilanguage support.
Neembuu Uploader v2.9 is a free and opensource Java application that uploads files simultaneously to multiple filehosts and lets you manage the download and delete URLs. Currently 34 major hosts are supported.