Running CIS Compliance Assessments
Learn how to configure and run automated CIS Benchmark assessments for Microsoft 365, view results, and understand compliance findings.
Open ConfigCobra AppLog in to ConfigCobra
Access the ConfigCobra application using your credentials.
Log in at app.configcobra.com using your credentials.
Navigate to Assessment tab
Go to the Assessment section in the main navigation.
Go to the Assessment tab in the main navigation menu.

Start a new assessment
Click the Start Assessment button to begin a new compliance scan.
Press "Start Assessment" in the right corner of the Assessment page.

Select your benchmarks
Choose which CIS Benchmarks you want to assess. You can select from Level 1, Level 2, both, predefined rule sets, or customize by benchmark.
Select the desired benchmarks you want to assess. You can choose from:
- Level 1 – Essential security controls recommended for all systems
- Level 2 – Enhanced security controls for sensitive environments
- Both Level 1 and Level 2 benchmarks
- Predefined rule sets – Learn more about rule sets
- Custom selection by benchmark

Review and start scanning
Review the overview of your selected assessment configuration, then start the scanning process.
You will see an Overview page of your scan configuration, showing:
- Selected benchmarks and rule sets
- Estimated scan duration
- Controls that will be assessed

Wait for results
The assessment will run automatically. Results will be available after approximately 20-25 minutes, depending on your user count.
After starting the scan, ConfigCobra will automatically assess your Microsoft 365 configurations. The process typically takes:
Once complete, you will be able to see the results on the Assessment page as well as on the Reports page.

Understanding Assessment Results
After an assessment is complete, by clicking on each benchmark you can see detailed information including:
Outcome
Pass, Fail, or Warning status
Description
Detailed explanation of the control
Impact
Security and compliance implications
Audit
Evidence and audit trail information
Remediation
Step-by-step instructions to fix issues
Configuration
Current settings in your tenant
