AD Security Assessment

AD Security Assessment

Active Directory is the backbone of most Windows environments — and the most targeted attack surface inside any corporate network. A single misconfiguration can hand an attacker a path from standard user to full Domain Admin without a single exploit.

This assessment finds those paths before a real attacker does.


What This Covers

This is a full internal AD security assessment simulating a threat actor who already has a foothold — a compromised workstation, a phished employee, or a contractor account. Starting from that position, I map every viable path to domain-level control.

Identity & Authentication Abuse

  • AS-REP Roasting — identifying accounts with pre-authentication disabled
  • Kerberoasting — extracting and cracking service account tickets
  • Password spraying and credential reuse across accounts
  • Weak or default credentials on service and admin accounts

Privilege Escalation & Lateral Movement

  • Unconstrained and constrained delegation abuse
  • GenericAll, WriteDACL, and ACL-based privilege escalation
  • Local admin reuse and pass-the-hash movement
  • Token impersonation and over-permissioned service accounts

Active Directory Certificate Services (ADCS)

  • ESC1 through ESC8 misconfiguration checks
  • Certificate template abuse for privilege escalation and persistence
  • CA misconfiguration review

Trust & Configuration Abuse

  • LLMNR/NBT-NS poisoning and relay attacks
  • Domain trust enumeration and cross-trust exploitation
  • GPO misconfiguration and policy abuse
  • AdminSDHolder and protected group misconfigurations

Persistence Indicators

  • Golden and Silver Ticket viability assessment
  • DCSync rights review
  • Backdoor account and shadow admin identification

The Problem

Most AD environments were built over years — policies inherited, accounts accumulated, permissions granted and never reviewed. Legacy configurations and trust relationships chain together in ways no single administrator can track manually. A single foothold becomes full domain compromise when those chains are left unvalidated.


Our Approach

  1. Recon — Host and user enumeration, trust mapping, and AD object inventory using targeted tools and manual verification.
  2. Enumeration — Identify misconfigured accounts, ACL paths, delegation settings, certificate templates, and exploitable trust relationships.
  3. Exploitation — Safely demonstrate real attack paths with proof: ticket captures, hash extractions, privilege escalation chains documented step by step.
  4. Post-Exploitation — Assess domain persistence viability, blast radius of compromise, and data access risk from Domain Admin position.

The Deliverables

  • Executive Summary — Business-language explanation of what was found, what it means, and what the highest-priority risks are. Written for leadership and risk owners.
  • Technical Breakdown — Full attack path documentation with screenshots, tool output, and reproduction steps. Every finding severity-rated with context.
  • Remediation Roadmap — Prioritized, actionable fixes ordered by risk reduction impact. Includes hardening guidance for AD, ADCS, delegation, and identity controls.
  • 1-Year Re-test — Included at no additional cost. Verify your fixes actually close the paths we found.

Why Me

I have compromised real AD environments through AS-REP roasting, unconstrained delegation chains, ADCS ESC1 abuse, and GenericAll ACL escalation in live engagements. I built SillyAuthority — a fully vulnerable AD lab covering these exact attack chains — used by security practitioners to train against realistic environments.

I operate to OSCP and CPTS standards. My reports are written for both the CISO and the sysadmin — executive context and actionable technical detail in the same document.


Book a Scoping Call

If you are running Active Directory and have never had it tested by someone who thinks like an attacker, schedule a scoping call. We will align on scope, access requirements, and what a realistic worst-case scenario looks like for your environment.

Or email me →