With the recent spate of data loss breaches from industry and commerce, especially with the large number of Advanced Persistent Threats, companies are increasing their network boundary security. As network defences are enhanced through the use of Data Loss Prevention systems (DLP), attackers seek new ways of exploiting and extracting confidential data. This is often done by internal parties in large-scale organisations through the use of steganography. The successful utilisation of steganography makes the exportation of confidential data hard to detect, equipped with the ability of escaping even the most sophisticated DLP systems. This thesis provides two effective solutions to prevent data loss from effective LSB image steganographic behaviour, with the potential to be applied in industrial DLP systems.