Abstract: A system to detect attackers who attempt to breach an enterprise network and attackers who have already breached the enterprise network, including an open source intelligence (OSINT) discoverer scanning the Internet to discover data related to an enterprise that is available online, an OSINT replacer generating deceptive files by replacing placeholders within template files with deceptive information, based on the data discovered by the OSINT discoverer, an OSINT distributor planting the deceptive files generated by the OSINT replacer within designated OSINT resources, and a deception management server that alerts an administrator in response to an attacker attempting to make a connection within the network using information in a deceptive file planted by the OSINT distributor.