Web technologies have created a worldwide web of problems and cyber risks for individuals and organizations. In this paper, we evaluate web technologies and present the different technologies and their positive impacts on individuals and business sectors. Also, we present a cyber-criminals metrics engine for attack determination on web technologies platforms’ weaknesses. Finally, this paper offers a cautionary note to protect Small and Medium Businesses (SMBs) and make recommendations to help minimize cyber risks and save individuals and organizations from cyberattack distress.