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Checkpoint: HackTheBox Writeup (Windows, Medium)

Windows Server 2025 Domain Controller chaining an AD ACL misconfiguration to restore a deleted account, credential reuse to land a malicious VS Code extension, a dMSA BadSuccessor attack to recover a service account hash, and Volatility memory forensics from a VM snapshot to reach Administrator.

2026-06-15

// Attack Chain

ACL write on Deleted Objects → restore tombstoned account → credential reuse → malicious .vsix on developer share → reverse shell → dMSA BadSuccessor → service account NT hash → VM memory image → Volatility hashdump → pass-the-hash → Domain Admin

Machine Overview

PlatformHackTheBox
Targetdc01.checkpoint.htb
Operating SystemWindows Server 2025 (Build 26100.32860)
RoleDomain Controller
Domaincheckpoint.htb
Starting credentialsalex.turner : Checkpoint2024!

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Machine Still Active

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