Hack The Box Machine Breakdown: Voleur htb writeup hackthebox

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

"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.

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

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.

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)

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

🧠 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.

Look for a non-public solution to the problem in the telegram channel .