

Episode 136: A day in the life of an External Penetration Tester
Jun 6, 2025
Discover the intriguing daily life of an external penetration tester. Uncover how they differentiate between penetration testing and vulnerability assessments. Learn why detailed documentation and preparation are vital for successful engagements. Explore the power of Open Source Intelligence in identifying unseen vulnerabilities. Dive into the limitations of AI in cybersecurity and the need for human expertise. Gain insights into effective communication with clients, emphasizing trust while addressing security risks.
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Episode notes
Purpose of External Pen Testing
- External pen testing simulates attacks from outside to find paths to access company resources.
- The goal is to see how an attacker might enter, not just to list vulnerabilities.
Organize Everything From Start
- Organize notes, screenshots, and tool outputs in a structured folder system from day one.
- Proper organization helps locate vulnerabilities and track findings efficiently during engagement.
OSINT Led To Direct Access
- OSINT once led directly to initial access through a developer's LinkedIn-linked GitHub key.
- Publicly available information can open doors into internal systems unexpectedly.