Protecting Microsoft 365 from on-premises attacks
Many customers connect their private corporate networks to Microsoft 365 to benefit their users, devices, and applications. However, these private networks can be compromised in many well-documented ways. Because Microsoft 365 acts as a sort of nervous system for many organizations, it's critical to protect it from compromised on-premises infrastructure.
This article shows you how to configure your systems to protect your Microsoft 365 cloud environment from on-premises compromise. We focus primarily on:
- Azure Active Directory (Azure AD) tenant configuration settings.
- How Azure AD tenants can be safely connected to on-premises systems.
- The tradeoffs required to operate your systems in ways that protect your cloud systems from on-premises compromise.
We strongly recommend you implement this guidance to secure your Microsoft 365 cloud environment.
This article was initially published as a blog post. It has been moved to its current location for longevity and maintenance.
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Primary threat vectors from compromised on-premises environments
Your Microsoft 365 cloud environment benefits from an extensive monitoring and security infrastructure. Using machine learning and human intelligence, Microsoft 365 looks across worldwide traffic. It can rapidly detect attacks and allow you to reconfigure nearly in real time.
In hybrid deployments that connect on-premises infrastructure to Microsoft 365, many organizations delegate trust to on-premises components for critical authentication and directory object state management decisions. Unfortunately, if the on-premises environment is compromised, these trust relationships become an attacker's opportunities to compromise your Microsoft 365 environment.
The two primary threat vectors are federation trust relationships and account synchronization. Both vectors can grant an attacker administrative access to your cloud.
Federated trust relationships, such as SAML authentication, are used to authenticate to Microsoft 365 through your on-premises identity infrastructure. If a SAML token-signing certificate is compromised, federation allows anyone who has that certificate to impersonate any user in your cloud. We recommend you disable federation trust relationships for authentication to Microsoft 365 when possible.
Account synchronization can be used to modify privileged users (including their credentials) or groups that have administrative privileges in Microsoft 365. We recommend you ensure that synchronized objects hold no privileges beyond a user in Microsoft 365, either directly or through inclusion in trusted roles or groups. Ensure these objects have no direct or nested assignment in trusted cloud roles or groups.
Protecting Microsoft 365 from on-premises compromise
To address the threat vectors outlined earlier, we recommend you adhere to the principles illustrated in the following diagram:
Fully isolate your Microsoft 365 administrator accounts. They should be:
Mastered in Azure AD.
Authenticated by using multifactor authentication.
Secured by Azure AD Conditional Access.
Accessed only by using Azure-managed workstations.
These administrator accounts are restricted-use accounts. No on-premises accounts should have administrative privileges in Microsoft 365.
Manage devices from Microsoft 365. Use Azure AD join and cloud-based mobile device management (MDM) to eliminate dependencies on your on-premises device management infrastructure. These dependencies can compromise device and security controls.
Ensure no on-premises account has elevated privileges to Microsoft 365. Some accounts access on-premises applications that require NTLM, LDAP, or Kerberos authentication. These accounts must be in the organization's on-premises identity infrastructure. Ensure that these accounts, including service accounts, aren't included in privileged cloud roles or groups. Also ensure that changes to these accounts can't affect the integrity of your cloud environment. Privileged on-premises software must not be capable of affecting Microsoft 365 privileged accounts or roles.
Use Azure AD cloud authentication to eliminate dependencies on your on-premises credentials. Always use strong authentication, such as Windows Hello, FIDO, Microsoft Authenticator, or Azure AD multifactor authentication.
Specific security recommendations
The following sections provide specific guidance about how to implement the principles described earlier.
Isolate privileged identities
In Azure AD, users who have privileged roles, such as administrators, are the root of trust to build and manage the rest of the environment. Implement the following practices to minimize the effects of a compromise.
Use cloud-only accounts for Azure AD and Microsoft 365 privileged roles.
Deploy privileged access devices for privileged access to manage Microsoft 365 and Azure AD.
Deploy Azure AD Privileged Identity Management (PIM) for just-in-time (JIT) access to all human accounts that have privileged roles. Require strong authentication to activate roles.
Provide administrative roles that allow the least privilege necessary to do required tasks.
To enable a rich role assignment experience that includes delegation and multiple roles at the same time, consider using Azure AD security groups or Microsoft 365 Groups. These groups are collectively called cloud groups. Also enable role-based access control. You can use administrative units to restrict the scope of roles to a portion of the organization.
Deploy emergency access accounts. Do not use on-premises password vaults to store credentials.
For more information, see Securing privileged access. Also see Secure access practices for administrators in Azure AD.
Use cloud authentication
Credentials are a primary attack vector. Implement the following practices to make credentials more secure:
Deploy passwordless authentication. Reduce the use of passwords as much as possible by deploying passwordless credentials. These credentials are managed and validated natively in the cloud. Choose from these authentication methods:
Deploy multifactor authentication. Provision multiple strong credentials by using Azure AD multifactor authentication. That way, access to cloud resources will require a credential that's managed in Azure AD in addition to an on-premises password that can be manipulated. For more information, see Create a resilient access control management strategy by using Azure AD.
Limitations and tradeoffs
Hybrid account password management requires hybrid components such as password protection agents and password writeback agents. If your on-premises infrastructure is compromised, attackers can control the machines on which these agents reside. This vulnerability won't compromise your cloud infrastructure. But your cloud accounts won't protect these components from on-premises compromise.
On-premises accounts synced from Active Directory are marked to never expire in Azure AD. This setting is usually mitigated by on-premises Active Directory password settings. However, if your on-premises instance of Active Directory is compromised and synchronization is disabled, you must set the EnforceCloudPasswordPolicyForPasswordSyncedUsers option to force password changes.
Provision user access from the cloud
Provisioning refers to the creation of user accounts and groups in applications or identity providers.
We recommend the following provisioning methods:
Provision from cloud HR apps to Azure AD: This provisioning enables an on-premises compromise to be isolated, without disrupting your joiner-mover-leaver cycle from your cloud HR apps to Azure AD.
Cloud applications: Where possible, deploy Azure AD app provisioning as opposed to on-premises provisioning solutions. This method protects some of your software-as-a-service (SaaS) apps from being affected by malicious hacker profiles in on-premises breaches.
External identities: Use Azure AD B2B collaboration This method reduces the dependency on on-premises accounts for external collaboration with partners, customers, and suppliers. Carefully evaluate any direct federation with other identity providers. We recommend limiting B2B guest accounts in the following ways:
Limit guest access to browsing groups and other properties in the directory. Use the external collaboration settings to restrict guests' ability to read groups they're not members of.
- Block access to the Azure portal. You can make rare necessary exceptions. Create a Conditional Access policy that includes all guests and external users. Then implement a policy to block access.
Disconnected forests: Use Azure AD cloud provisioning. This method enables you to connect to disconnected forests, eliminating the need to establish cross-forest connectivity or trusts, which can broaden the effect of an on-premises breach.
Limitations and tradeoffs
When used to provision hybrid accounts, the Azure-AD-from-cloud-HR system relies on on-premises synchronization to complete the data flow from Active Directory to Azure AD. If synchronization is interrupted, new employee records won't be available in Azure AD.
Use cloud groups for collaboration and access
Cloud groups allow you to decouple your collaboration and access from your on-premises infrastructure.
Collaboration: Use Microsoft 365 Groups and Microsoft Teams for modern collaboration. Decommission on-premises distribution lists, and upgrade distribution lists to Microsoft 365 Groups in Outlook.
Access: Use Azure AD security groups or Microsoft 365 Groups to authorize access to applications in Azure AD.
Office 365 licensing: Use group-based licensing to provision to Office 365 by using cloud-only groups. This method decouples control of group membership from on-premises infrastructure.
Owners of groups that are used for access should be considered privileged identities to avoid membership takeover in an on-premises compromise. A takeover would include direct manipulation of group membership on-premises or manipulation of on-premises attributes that can affect dynamic group membership in Microsoft 365.
Manage devices from the cloud
Use Azure AD capabilities to securely manage devices.
Deprecate machines that run Windows 8.1 and earlier.
Don't deploy server OS machines as workstations.
Use Microsoft Intune as the source of authority for all device management workloads.
Workloads, applications, and resources
On-premises single-sign-on (SSO) systems
Deprecate any on-premises federation and web access management infrastructure. Configure applications to use Azure AD.
SaaS and line-of-business (LOB) applications that support modern authentication protocols
Use Azure AD for SSO. The more apps you configure to use Azure AD for authentication, the less risk in an on-premises compromise.
You can enable authentication, authorization, and remote access to legacy applications that don't support modern authentication. Use Azure AD Application Proxy. You can also enable them through a network or application delivery controller solution by using secure hybrid access partner integrations.
Choose a VPN vendor that supports modern authentication. Integrate its authentication with Azure AD. In an on-premises compromise, you can use Azure AD to disable or block access by disabling the VPN.
Application and workload servers
Applications or resources that required servers can be migrated to Azure infrastructure as a service (IaaS). Use Azure AD Domain Services (Azure AD DS) to decouple trust and dependency on on-premises instances of Active Directory. To achieve this decoupling, make sure virtual networks used for Azure AD DS don't have a connection to corporate networks.
Follow the guidance for credential tiering. Application servers are typically considered tier-1 assets.
Conditional Access policies
Use Azure AD Conditional Access to interpret signals and use them to make authentication decisions. For more information, see the Conditional Access deployment plan.
Use Conditional Access to block legacy authentication protocols whenever possible. Additionally, disable legacy authentication protocols at the application level by using an application-specific configuration.
Implement the recommended identity and device access configurations.
If you're using a version of Azure AD that doesn't include Conditional Access, ensure that you're using the Azure AD security defaults.
For more information about Azure AD feature licensing, see the Azure AD pricing guide.
After you configure your environment to protect your Microsoft 365 from an on-premises compromise, proactively monitor the environment.
Scenarios to monitor
Monitor the following key scenarios, in addition to any scenarios specific to your organization. For example, you should proactively monitor access to your business-critical applications and resources.
Define the network named locations to avoid noisy detections on location-based signals.
User and Entity Behavioral Analytics (UEBA) alerts
Use UEBA to get insights on anomaly detection.
Microsoft Defender for Cloud Apps provides UEBA in the cloud.
You can integrate on-premises UEBA from Azure Advanced Threat Protection (ATP). Defender for Cloud Apps reads signals from Azure AD Identity Protection.
Emergency access accounts activity
Monitor any access that uses emergency access accounts. Create alerts for investigations. This monitoring must include:
Any updates on group memberships.
Privileged role activity
Configure and review security alerts generated by Azure AD Privileged Identity Management (PIM). Monitor direct assignment of privileged roles outside PIM by generating alerts whenever a user is assigned directly.
Azure AD tenant-wide configurations
Any change to tenant-wide configurations should generate alerts in the system. These changes include but aren't limited to:
Updated custom domains.
Azure AD B2B changes to allowlists and blocklists.
Azure AD B2B changes to allowed identity providers (SAML identity providers through direct federation or social sign-ins).
Conditional Access or Risk policy changes.
Application and service principal objects
New applications or service principals that might require Conditional Access policies.
Credentials added to service principals.
Application consent activity.
Updates to the custom role definitions.
Newly created custom roles.
Define a log storage and retention strategy, design, and implementation to facilitate a consistent tool set. For example, you could consider security information and event management (SIEM) systems like Microsoft Sentinel, common queries, and investigation and forensics playbooks.
Azure AD logs: Ingest generated logs and signals by consistently following best practices for settings such as diagnostics, log retention, and SIEM ingestion.
The log strategy must include the following Azure AD logs:
Hybrid infrastructure OS security logs: All hybrid identity infrastructure OS logs should be archived and carefully monitored as a tier-0 system, because of the surface-area implications. Include the following elements:
Azure AD Connect. Azure AD Connect Health must be deployed to monitor identity synchronization.
Application Proxy agents
Password writeback agents
Password Protection Gateway machines
Network policy servers (NPSs) that have the Azure AD multifactor authentication RADIUS extension
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