Challenge Overview

You are a member of a penetration testing team hired by a major supply chain corporation. You've been assigned the task of doing a security audit on an employee's computer system. Your duty as a penetration tester is to do penetration testing on a specific employee's system, assess whether the individual has an administrator access to MS-paint application, and report any discoveries to your superiors. Your target is a machine running on windows OS with an IP address of 10.10.1.103 You are required to discover application vulnerability(s) and perform gain administrative access. Find the value in flag.txt file.

Note: credentials to access the system is admin: pass123

What You Will Learn

  • Enumerating a Windows system to identify installed applications and uncover vulnerabilities within the MS Paint application environment.
  • Analyzing application-level misconfigurations or privilege handling flaws that could allow elevation to administrative access.
  • Exploiting Windows privilege escalation vectors to transition from a standard user to an administrator.
  • Performing post-exploitation techniques to verify elevated access and maintain controlled system interaction.
  • Locating and retrieving sensitive artifacts (flag.txt) while documenting findings and recommending mitigation strategies for application security hardening.

Program Curriculum

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