Challenge Overview

You are a penetration tester hired by "ECorp" to assess the security of their internal network. Your objective is to gain initial access, explore the network, escalate privileges, and ultimately demonstrate administrative control over the domain. Two flags are hidden within the environment: one on an initial client machine and the final one on the Domain Controller. The challenge simulates an external attacker gaining a foothold on a Windows 10 workstation within the **172.168.1.0/24** network. From this compromised machine, you will discover an internal, non-routable network segment (**10.10.1.0/24**). The task involves pivoting into this internal network, identifying the Domain Controller, and using techniques like Kerberoasting to obtain privileged credentials. The final goal is to access the Domain Controller as an administrator and retrieve the final flag.

What You Will Learn

  • Gaining access to a compromised Windows workstation and performing local enumeration to understand the network environment.
  • Establishing pivoting/tunneling to access the internal 10.10.1.0/24 network from the compromised host.
  • Identifying domain users, services, and the Domain Controller within the internal network.
  • Exploiting Kerberos service tickets through Kerberoasting to obtain crackable hashes for privileged accounts.
  • Cracking harvested credentials, accessing the Domain Controller, and achieving domain administrator privileges to retrieve the final flag.

Program Curriculum

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