CSS for IIS vs Sicura: Side-by-Side Comparison (2026)

CSS for IIS: Automated hardening and compliance management tool for Microsoft IIS servers. built by CalCom Software. Core capabilities include Learning Mode: simulates policy impact on production before enforcement, Enforcement Mode: applies and manages custom server hardening configurations, Monitoring Mode: real-time access control and configuration change detection..

Sicura: Automated OS hardening & compliance platform for DISA STIGs and CIS Benchmarks. built by Sicura. Core capabilities include Automated DISA STIG and CIS Benchmark compliance enforcement, Real-time configuration drift detection across Linux and Windows, Policy-driven automated remediation of compliance findings..

Both serve the Compliance Management market but differ in approach, feature depth, and target audience.

CSS for IIS differentiates with Learning Mode: simulates policy impact on production before enforcement, Enforcement Mode: applies and manages custom server hardening configurations, Monitoring Mode: real-time access control and configuration change detection. Sicura differentiates with Automated DISA STIG and CIS Benchmark compliance enforcement, Real-time configuration drift detection across Linux and Windows, Policy-driven automated remediation of compliance findings.

CSS for IIS is developed by CalCom Software. Sicura is developed by Sicura. Vendor maturity, funding stage, and team size can be important factors when evaluating long-term viability and support quality.

CSS for IIS and Sicura serve similar Compliance Management use cases: both are Compliance Management tools, both cover Security Hardening. Review the feature comparison above to determine which fits your requirements.