Abstract: A core file that may be generated when a data storage system encounters a problem can be automatically and securely sent to a remote (e.g., offsite) support enterprise. Moreover, given the size of such files and the additional requirements associated with sending such files securely, the transmission of the core file may be monitored such that, if a problem occurs during the transmission, the pieces of the file that have been successfully transmitted are not resent, but merely those pieces that still need to be (successfully) transmitted. In this manner, the time and resources required to securely transmit such large files are more efficiently utilized.