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Hack The Box Machine Breakdown: Voleur htb writeup hackthebox

Hack The Box Machine Breakdown: Voleur htb writeup hackthebox 📅 Release Date: 06 July 2025 💻 OS: Windows 🧠 Difficulty: Medium 🔓 Initial Access: 🧩 Overview The latest HTB machine, Voleur, is a Medium-difficulty Windows box built around a realistic Active Directory (AD) attack chain. From the name and icon alone — an aged, possibly compromised key — we’re immediately pulled into the mindset of legacy access and mismanaged identity security. The box drops you directly into the action with a vali...

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Mar 12, 2026 · 2 min read · 4 views
Hack The Box Machine Breakdown: Voleur htb writeup hackthebox

Hack The Box Machine Breakdown: Voleur htb writeup hackthebox

📅 Release Date: 06 July 2025 💻 OS: Windows 🧠 Difficulty: Medium 🔓 Initial Access:

🧩 Overview

The latest HTB machine, Voleur, is a Medium-difficulty Windows box built around a realistic Active Directory (AD) attack chain. From the name and icon alone — an aged, possibly compromised key — we’re immediately pulled into the mindset of legacy access and mismanaged identity security.


The box drops you directly into the action with a valid set of credentials:

Username: ryan.naylor  
Password: HollowOct31Nyt

🧠 Name & Icon Analysis

"Voleur" is French for "thief" — and the logo shows a masked attacker behind bars. This tells us two things:


We're likely stealing or exfiltrating credentials


A privilege abuse or user impersonation scenario is involved


The fact that it's AD-based and Windows makes it realistic, and the medium rating suggests it’s designed for focused attackers who can chain small misconfigs.

🧭 Step-by-Step Prediction: Attack Path

Below is a probable attack path based on HTB’s pattern for similar boxes and the credentials provided:

🔐 Step 1: Credential Validation

Try initial enumeration and access with:


# SMB Enumeration
smbclient -L <IP> -U "ryan.naylor%HollowOct31Nyt"

# WinRM Check
evil-winrm -i <IP> -u ryan.naylor -p "HollowOct31Nyt"

# RPC & Net Session Check
rpcclient -U "ryan.naylor%HollowOct31Nyt" <IP>

If valid, you're inside the domain perimeter as a low-priv user.

🕵️‍♂️ Step 2: Enumerate Domain & Permissions

Once authenticated:

# PowerView or SharpHound collection
Invoke-BloodHound -CollectionMethod All -LdapUsername ryan.naylor -LdapPassword "HollowOct31Nyt" -Domain CONTOSO.local

# Manual Enumeration
net group "Domain Admins" /domain
whoami /priv

🔎 Look for:

  • Group memberships
  • Kerberoastable users
  • Writable GPOs or OUs
  • ACL privilege paths (GenericAll/WriteDACL)
🔐 Sample Attack Flow (Prediction)
ryan.naylor (low-priv AD user)
       │
   [Kerberoasting]
       ▼
  svcSQL (Service user with SPN)
       │
  [Crack hash → NTLM]
       ▼
Logon to another box → GPO write access
       │
[GPO Scheduled Task Payload or DLL Drop]
       ▼
   SYSTEM Shell
🎯 What This Machine Teaches

🧠 Key Learning Objectives:


  • Realistic low-to-high AD escalation path
  • Understanding of credential exposure vectors
  • How minor misconfigs chain into full compromise
  • Situational awareness inside AD infrastructure



Access is restricted by HackTheBox rules#
The solution to the problem can be published in the public domain after her retirement.
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