CalCom Security Solution (CSS) for IIS Server by CalCom is a hardening automation solution for web server middleware. CSS for IIS reduces operational costs and enhances web infrastructure security and compliance. It automatically indicates the impact of configuration changes on production servers, reducing hardening costs, and ensures resilient, constantly hardened, and monitored web servers. Microsoft Internet Information Services (IIS) is a widely-used web server platform. IIS configuration presents security challenges due to vulnerabilities. Securing the configuration settings of web infrastructure middleware is essential for organizational security and compliance. Deploying secured configuration settings on an IIS Server can be costly and complicated due to downtime and testing requirements. Manual methods to harden IIS configurations may affect critical functionalities, leading to web infrastructure downtime. IT teams spend significant time testing policies in lab environments before deploying them on production IIS servers. Maintaining compliance in an enterprise environment requires IT teams to regularly harden systems due to exposure to the web and unknown users.