Abstract: A method and system for automatically transitioning files among computer systems. A predetermined set of file transition rules and/or a list of selected files from a directory hierarchy on a source computing system are obtained and used to extract one or more files from one or more locations on the source computing system. The pre-determined set of file transition rules can be used for a mass transition of many different files from many different source computers and is independent of actual file systems on the source computers. The list of selected files from the directory hierarchy can be used for a single transition and is dependent on an actual file system on a source computing system. A transition package is created including the extracted files to automatically transition files. The method and system may vastly reduce file transition, configuration and deployment times when a new computing system is deployed.