How I Approach Real-World Penetration Tests

Jun 10, 2025

Penetration testing is more than just exploiting systems — it's about thinking like an attacker while acting like a professional. In this post, I’ll share my personal methodology for approaching real-world penetration tests, the tools I use, and the mindset that guides my ethical decisions.


🧭 The Penetration Testing Lifecycle

Understanding the phases of a penetration test is crucial. I typically follow a structure similar to the PTES (Penetration Testing Execution Standard):

PhaseDescription
ReconnaissanceGathering OSINT and target data.
ScanningIdentifying live hosts, open ports, services.
EnumerationExtracting more detailed information about systems.
ExploitationGaining unauthorized access.
Post-ExploitationPrivilege escalation, lateral movement.
ReportingDocumenting findings, impacts, and mitigations.

💡 Tip: Never skip proper documentation. It’s your strongest deliverable.


🛠️ My Favorite Tools by Phase

Here’s a list of tools I use in each phase:

PhaseTools Used
ReconnaissancetheHarvester, Shodan, Amass, SpiderFoot
ScanningNmap, Masscan, RustScan
EnumerationNmap NSE, Enum4linux, LDAPSearch, Nikto
ExploitationMetasploit, SQLMap, Burp Suite, Impacket
Post-ExploitationMimikatz, BloodHound, Empire, CrackMapExec
ReportingCherryTree, Dradis, Markdown with screenshots

🧠 The Mindset: Think Like an Attacker, Report Like an Analyst

Successful penetration testers:

  • Follow scope religiously — never test beyond authorized assets.
  • Take detailed notes — logs, screenshots, and timestamps matter.
  • Communicate risks, not just vulnerabilities — how could a real attacker leverage what you found?

📌 Ethical integrity is non-negotiable. A good pentest doesn’t harm — it hardens.


📝 Real-World Case: Bypassing Authentication to Access Admin Panel

Let’s take a simple, relatable example — you’re on an internal engagement, and you find a web app running behind Nginx reverse proxy. You try accessing the usual login page… nothing special. But then curiosity kicks in.

🤔 "What if I just try going directly to /admin/dashboard.php?"

You hit enter and — boom — you’re in. No login, no session, nothing. (i know it was a lame example, just tryna tell you guys that everything is possible believe me :D)

https://target-site.com/admin/dashboard.php

🔍 Pro Tips

  • Always verify vulnerabilities manually, don’t blindly trust scanners.
  • Simulate post-exploitation in a controlled way — prove impact.
  • Use virtual labs (like Hack The Box, TryHackMe, or your own) to stay sharp.

✅ Summary

Penetration testing is a craft — it demands both technical skill and ethical discipline. Following a clear methodology and documenting your work will separate you from the amateurs.

🔐 “Hacking isn't about breaking systems; it's about understanding them better than their creators.”


Want to learn about common mistakes beginners make in pentesting? Read my next blog →

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