First-Time Penetration Testing: How to Uncovered Critical Flaws at a Company (Interactive Guide)

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Penetration testing is one of the most thrilling yet challenging tasks in cybersecurity. When I embarked on my first penetration test for a company, I had no idea what vulnerabilities I would uncover — or how deep the rabbit hole would go.

This article is an interactive guide that walks you through the step-by-step process of conducting your first penetration test at a company, sharing insights from my own experience. So, buckle up and get ready to dive into the world of ethical hacking!

Step 1: Defining the Scope — Start With a Solid Foundation

Before even touching a tool, scope is your most critical foundation. What are you testing? Are you assessing the entire infrastructure, specific applications, or just external endpoints?

Defining Your Scope Quiz

What areas should be included?
— Entire network
— Specific applications
— External interfaces only

The answers will vary depending on your company’s requirements and the risks involved. Clear communication with stakeholders is essential to avoid confusion and ensure you’re targeting…

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