Challenge Overview

You are a cybersecurity analyst working for a fictional company, CyberDef Corp. Recently, your company’ s internal security team identified unusual traffic directed towards a server running Microsoft Windows OS. As part of your responsibilities, you have been tasked with investigating this server, identifying potential vulnerabilities, and demonstrating how an attacker could exploit them to gain unauthorized access. This machine is running a Microsoft Windows OS, with the IP address of 10.10.1.35. You are required to discover and exploit the system's vulnerability. To pwn the box successfully, you must perform various exploitation techniques and escalate your privilege and gain root access.

What You Will Learn

  • Vulnerability research and exploit selection, including identifying a vulnerable web application and locating a reliable public exploit script to achieve Remote Code Execution (RCE).
  • Executing and managing initial access via Meterpreter, understanding payload delivery, session handling, and post-exploitation features.
  • Performing effective post-exploitation enumeration, extracting credentials, configuration files, or memory artifacts from the compromised Windows system.
  • Leveraging lateral movement and remote management tools such as Evil-WinRM to authenticate using discovered credentials and gain higher-level access.
  • Achieving Windows privilege escalation to administrative/root-level access, demonstrating a full attack chain from exploitation → foothold → credential harvesting → privileged access on the Windows target (10.10.1.35).

Program Curriculum

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