Microsoft Entra Conditional Access integrates with Microsoft Entra ID Protection to evaluate risky authentication attempts and enforce additional security requirements based on detected sign-in risk.

The Contoso technical requirement states that Group3 users accessing Microsoft 365 resources from anonymous IP addresses must complete multifactor authentication (MFA).

First selection: Sign-in risk.

Microsoft Entra ID Protection recognizes sign-ins from anonymous IP addresses, including anonymous VPNs and Tor exit nodes, as potential security risks.

Administrators can configure the Sign-in risk condition in CAPolicy1 to evaluate authentication attempts based on their calculated risk level. Microsoft recommends considering medium and high sign-in risk for MFA enforcement, depending on the organization ' s security requirements.

Second selection: Grant.

The Grant access control determines which authentication requirements must be satisfied before access is permitted.

Administrators should select Grant access and configure the built-in Multifactor authentication strength, or the corresponding Require multifactor authentication control where available.

Because CAPolicy1 already targets Group3 and all resources, these selections apply risk-based MFA requirements to the intended users and Microsoft 365 resources.

Technical qualification: Sign-in risk policies operate on calculated risk levels, not exclusively on anonymous IP addresses. Consequently, they may also trigger for other risky sign-ins and cannot guarantee that every anonymous-IP connection is challenged.