Head of Penetration Testing (Hands-on)

Hands on Head of Pen Testing | £85,000 | London, Hybrid We're working with a growing cyber security consultancy looking to hire a Head of Penetration Testing to lead and scale their offensive security capability.<br><br>All potential applicants are encouraged to scroll through and read the complete job description before applying.<br><br>This is a hands-on leadership role, ideal for someone from a strong penetration testing background who wants to step into a position where they can own technical delivery, shape a team, and influence the direction of a testing practice<br>- without stepping away from the tools.<br><br>The Role: You'll take ownership of the organisation's penetration testing function, leading from the front on technical delivery, quality standards, and team development.<br><br>This role is best suited to someone who is already operating as a Senior / Lead Penetration Tester or CHECK Team Leader, and is looking to step into a broader leadership position while remaining technically hands-on.<br><br>You'll play a key role in defining methodologies, mentoring testers, engaging clients, and driving the growth of the penetration testing offering.<br><br>Key Responsibilities: Lead and scale the penetration testing function (people, processes, tooling) Deliver and oversee high-quality penetration testing engagements (web, infrastructure, cloud, application) Act as a technical authority across offensive security engagements Ensure consistency and quality across all reports and deliverables Support pre-sales, scoping and client engagements Mentor and develop a team of penetration testers Manage utilisation, capacity, and technical performance of the team Contribute to service development and growth of the practice Key Skills & Experience: Strong background in penetration testing (offensive security) across web, infrastructure, and cloud Experience operating at Senior / Lead Pen Tester or CHECK Team Leader level Hands-on experience delivering client-facing penetration testing engagements Strong reporting skills and ability to communicate findings to both technical and non-technical stakeholders Experience mentoring or leading testers Certifications (essential) Candidates must hold two or more of the following (or equivilant) CREST CRT or CCT OSCP OSCE / OSWE CISSP CHECK Team Member (CTM) or CHECK Team Leader (CTL) Why Join? This is an opportunity to step into a role where you can shape and lead a penetration testing function , not just deliver within one.<br><br>You'll have the autonomy to influence how the practice evolves, while still staying close to the technical work that got you here.<br><br>If this sounds like you, apply now! Oscar Associates (UK) Limited is acting as an Employment Agency in relation to this vacancy. xwzovoh <br><br>To understand more about what we do with your data please review our privacy policy in the privacy section of the Oscar website.