OSCP+ Active Directory Guide: Complete Enumeration & Attack Methodology
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OSCP+ Active Directory Guide: Complete Enumeration & Attack Methodology


OSCP+ Active Directory Guide: Complete Enumeration & Attack Methodology (2026)

Published under OffSec PEN-200 Preparation • Read Time: 8 min

In the OffSec OSCP+ (PEN-200) certification, securing the 40-point Active Directory (AD) set is the most critical hurdle for candidates. Unlike standalone targets where partial points can be accumulated, Active Directory is an all-or-nothing engagement requiring complete domain dominance. This guide covers a structured, repeatable methodology to enumerate domain objects, map high-value trust paths, and avoid costly exam rabbit holes.

Standard Exam Environment Access Points:
OffSec Credentials:
Username: r.adrews
Password: BusyOfficeWorker890
Initial Targets: 192.168.x.206, 192.168.x.202, 192.168.x.200

1. Low-Noise Foothold & Privilege Triage

Once initial access is established on the client machine, immediate internal reconnaissance must be executed without triggering unnecessary alerts or process crashes. Execute baseline identity verification:

# Identity and Group Verification
whoami /user
whoami /priv
whoami /groups

# Domain Controller and Net Discovery
net user /domain
net group "Domain Admins" /domain
nltest /dclist:domain.local

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2. PowerView & SharpHound Enumeration Strategy

Mapping Access Control Lists (ACLs) and Service Principal Names (SPNs) provides direct pathways to high-privilege service accounts without brute-forcing passwords.

Attack Objective Command Syntax Exploitation Goal
Kerberoasting Get-DomainUser -SPN Request TGS tickets for offline cracking
AS-REP Roasting Get-DomainUser -PreauthNotRequired Dump hashes without Kerberos pre-authentication
ACL Object Rights Find-InterestingDomainAcl Identify GenericAll, WriteDacl, or ForceChangePassword

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