Principal Penetration Tester/ Offensive Security Team Lead

Principal Penetration Tester/ Offensive Security Team Lead

Role Summary

The Principal Penetration Tester/ Offensive Security Team Lead will lead and scale the organization's offensive security and penetration testing practice within a lean and fast-growing cybersecurity company. This is a player-coach role: the ideal candidate is expected to remain deeply hands-on, actively conducting and contributing to penetration testing engagements alongside leadership, delivery oversight, team mentorship, and business growth responsibilities.

This individual will set the technical bar for the practice — personally executing complex assessments, driving methodology excellence, and ensuring high-quality delivery across all client engagements. They will also support pre-sales activities and help establish the company as a trusted offensive security partner.

The ideal candidate thrives in a startup environment, leads by technical example, and is equally comfortable exploiting a misconfigured cloud environment in the morning and presenting findings to a CISO in the afternoon.

Key Responsibilities

Hands-On Technical Delivery

• Personally conduct and contribute to penetration testing engagements across web applications, APIs, cloud environments, networks, mobile applications, wireless infrastructure, and enterprise systems.
• Take dir