How to Get Your First Pentest Job in 2026
Breaking into penetration testing is one of the most asked-about topics in cybersecurity. Everyone wants to do it. Far fewer actually get hired. The gap isn’t talent — it’s knowing what the industry actually looks for versus what you think it looks for. After more than a decade working in offensive security, here’s an honest breakdown of how to get your first pentest job in 2026. What “Entry-Level Pentester” Actually Means First, a reality check: most companies hiring “junior” pentesters still expect you to hit the ground running. You won’t have your hand held through every engagement. What they’re really looking for is: ...