HackTheBox - RustyKey

HackTheBox - RustyKey

Source: YouTube · IppSec · published Nov 8, 2025 · 1:13:10

Penetration Testing
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Description

The video demonstrates rooting the Hack The Box machine "Rusty Key," focusing on a time-roasting attack to steal computer account hashes and subsequent privilege escalation. 0:00

Key Takeaways:
• The machine balances Active Directory and Windows exploitation challenges 0:06.
• The initial step involves a time-roasting attack to steal computer account hashes without authentication 0:10.
• Successful exploitation allows taking over user accounts by adding the attacker to a specific group and changing passwords 0:24.
• NLM authentication is disabled, requiring the use of Cobalt Strike for certain interactions 0:31.

This walkthrough highlights critical AD attack vectors and the importance of understanding authentication protocols in penetration testing.

Sources:

  • 0:00 Introduction to the Hack The Box machine.
  • 0:10 Explanation of the time-roasting attack vector.
  • 0:24 Details on user account takeover methods.
  • 0:31 Note on NLM authentication settings.

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Estimated credit: 1 CPE hours

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Topic: Penetration Testing. Commonly maps to: Security Assessment and Testing, Security Operations. Exact CISSP domains are assigned during generation.

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First 800 characters of the transcript

What's going on YouTube? This is IPS doing Rusty Key from Hack the Box, which I find to be a very well put together Windows machine that has a nice balance between Active Directory and general Windows exploitation. We start off with a set of credentials, which in reality we don't need because the first step is a time roasting attack, which doesn't require authentication to steal computer account hashes. However, without that previous access, it would be a complete guessing game to do the time roast attack. Once we get access to the computer account, we discover a path that lets us take over user accounts through adding ourel to a group and changing the password. But there's a few tricks. Firstly, NLM authentication is disabled, so we have to use Cobros. And secondly, the users in the prote…