Active Directory Misconfigurations

Recent data indicates that Active Directory (AD) environments represent a prime target for cybercriminals, with security experts suggesting it is exploited in up to 90% of cyberattacks.

As organizations rely heavily on this critical infrastructure for user authentication and resource management, the need for comprehensive auditing of AD misconfigurations has never been more urgent.

Increasing Threat Landscape

Microsoft’s recent security patches highlight the ongoing vulnerabilities within Active Directory systems. In April 2025, Microsoft urgently addressed a high-risk vulnerability in Windows Active Directory Domain Services rated 7.5 on the CVSS scale.

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This vulnerability, affecting Windows Server 2016 through 2025 editions, could potentially allow attackers with low-privilege access to exploit misconfigured security descriptors and grant themselves administrative rights.

“Successful compromise of Active Directory will typically give an adversary the keys to the kingdom, providing access to nearly all systems, applications, and resources,” warns Stephanie Crowe, First Assistant Director General for Cyber Security Resilience at the Australian Cyber Security Centre.

Common Critical Misconfigurations

Security experts have identified several recurring misconfigurations that significantly increase organizational risk. Among the most dangerous is unconstrained delegation, which enables seamless access across services without repeated user authentication.

While this improves user experience, it creates a substantial security vulnerability attackers can exploit to escalate privileges and potentially compromise entire domains.

Kerberoasting attacks remain prevalent, exploiting how Active Directory uses the Kerberos protocol for authentication.

When users access resources hosted by Service Principal Names (SPNs), service tickets are generated and encrypted with SPN password hashes, which attackers can potentially intercept and crack offline.

AS-REP roasting represents another critical vulnerability when Kerberos pre-authentication is disabled. This configuration allows attackers to request authentication data for specific users and attempt offline password cracking.

Additionally, misconfigured administrative privileges continue to plague organizations. Security consultants report encountering this issue in approximately half of their red team exercises.

One typical example involves the Domain Users group inadvertently granting administrative privileges to computer objects, giving all domain users administrative access.

Best Practices for Effective Auditing

Security professionals recommend a structured approach to auditing Active Directory environments.

“Map your AD environment and perform a detailed assessment of servers, workstations, Group Policy Objects (GPOs), and other AD objects to determine your organization’s auditing goals,” advises ManageEngine in their best practices guide.

Enabling comprehensive audit policies on all domain controllers is essential for tracking logon activity, account management, object access, and policy changes. This creates a crucial audit trail for analyzing potential security incidents.

Organizations should particularly focus on monitoring changes to critical users, computers, groups, organizational units, and GPOs, as intruders could misuse these objects to gain access to sensitive resources.

Tools for Comprehensive Auditing

Several specialized tools can help organizations identify and remediate AD misconfigurations:

BloodHound has gained popularity for its ability to rapidly enumerate Active Directory environments and generate visual maps highlighting attack paths.

The tool uses graph theory to reveal the hidden and often unintended relationships within an Active Directory or Azure environment.

PingCastle provides a streamlined approach to evaluating AD security using a comprehensive risk assessment methodology. It focuses on identifying 80% of critical security issues while requiring only 20% of the traditional evaluation time.

Commercial solutions like ManageEngine AD Audit Plus, Quest Change Auditor, and Netwrix Auditor offer more comprehensive monitoring capabilities with web-based interfaces and automated alerting.

Taking Action

With data breaches continuing to make headlines in 2025, including recent incidents at significant healthcare and financial organizations, organizations must prioritize Active Directory security.

Security teams should regularly audit their environments for common misconfigurations, implement least-privilege principles, and establish ongoing monitoring protocols.

As attack techniques evolve, maintaining a secure AD environment requires continuous vigilance and proactive remediation of misconfigurations.

By understanding the most critical vulnerabilities and implementing targeted auditing practices, organizations can significantly reduce their attack surface and protect their most sensitive digital assets from increasingly sophisticated threat actors.

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