Sorry for bumping old thread but there is this open source software called FilePermsBox (http://www.codeproject.com/KB/winsdk/accessctrl4.aspx) that installs its own “FilePermsBox” tab which is a clone of the Windows Security tab. See this image: http://img98.imageshack.us/img98/1723/filepermsbox.png. It works for multiple files as well. Only problem is with Vista/7, MS changed some shell interfaces so the shell extension doesn’t work with Vista/7. If anyone can update the shell extension interfaces it uses for Vista/7, then we would get back the GUI for setting permissions on multiple items.