At a Glance
- Tasks: Lead a team of expert red teamers in offensive security for enterprise clients.
- Company: Join a high-growth, venture-backed security SaaS company revolutionising penetration testing.
- Benefits: Enjoy a competitive salary, private health insurance, and fully remote work options.
- Other info: No visa sponsorship available; UK-based candidates only.
- Why this job: Shape the future of red teaming with a respected team and impactful leadership role.
- Qualifications: Proven leadership in offensive security, with strong understanding of enterprise security architectures.
The predicted salary is between 86000 - 124000 € per year.
Head of Penetration Testing, Europe | PTaaS Leadership | Platform-Powered Red Teaming
A high-growth, venture-backed security SaaS company is hiring a Head of Penetration Testing to lead their European Labs team , the technical powerhouse behind one of the world’s most advanced Penetration Testing as a Service (PTaaS) platforms.
This isn’t consultancy. This is automated, scalable offensive security , delivered through a platform that Fortune 500s and global banks rely on to understand how they’d be compromised today, not once a year, but continuously.
If you\'re passionate about pushing the limits of red teaming, building productised security capabilities, and leading a team that thinks and operates like a real APT group, this could be the perfect next move.
What You\'ll Be Doing
- Lead the European offensive security function, managing a team of expert red teamers and researchers operating like an elite adversary group
- Work closely with enterprise clients including CISOs and security leads to help them adopt and operationalise the platform. You’ll explain threats, tactics, and platform findings in a commercially relevant way
- Guide the team in identifying and developing high-impact offensive techniques that matter — not just what’s exploitable, but what’s material to business risk
- Feed real-world adversary tactics into the platform to create repeatable, automated red team behaviours that scale
- Collaborate with backend engineers and product teams to evolve how offensive security is delivered as a service, replacing repetitive testing with intelligent automation
- Champion a culture of innovation, experimentation, and technical depth across the Labs team
What We’re Looking For
- Proven leadership in an offensive security team, ideally with a background in red teaming, adversary simulation, or exploit research
- Strong understanding of enterprise security architectures and modern attack surfaces
- Experience engaging with CISOs and senior stakeholders, with the ability to translate technical threats into strategic insight
- Passion for building systems and techniques that scale, ideally in a SaaS or product-led environment
- A self-driven leader who’s excited by the mission of turning red teaming into a product
- Certifications like CCT or CCSAS are welcome, but deep practical experience matters more
Why This Role?
- Be at the heart of a platform-first red teaming transformation, shaping how offensive security is delivered
- Join a Labs team that operates like an APT group and powers a platform trusted by the world’s most targeted companies
- Influence product direction by turning field tactics into automated, scalable attack capabilities
- Work alongside a respected team whose research is featured across the security community and global media
- Step into a strategic leadership role during a high-growth phase, with genuine impact on the company’s trajectory
What’s on Offer
- £100,000 to £140,000 base (flexible for exceptional candidates)
- Pension contribution
- Private health insurance
- Fully remote across UK or Europe (UK-based only, no visa sponsorship)
- Access to cutting-edge tooling and equipment
This is the future of red teaming — persistent, automated, adversarial thinking at scale. Want to lead it?
Head of Penetration Testing, Europe in Dartford employer: Prism Digital
Join a high-growth, venture-backed security SaaS company that is redefining the landscape of offensive security with its innovative Penetration Testing as a Service (PTaaS) platform. As the Head of Penetration Testing, you will lead a dynamic team in a fully remote environment, fostering a culture of innovation and collaboration while engaging with top-tier clients. With competitive compensation, private health insurance, and access to cutting-edge tools, this role offers not just a job, but a chance to make a significant impact in the cybersecurity field.
StudySmarter Expert Advice🤫
We think this is how you could land Head of Penetration Testing, Europe in Dartford
✨Tip Number 1
Network with professionals in the offensive security field, especially those who have experience in red teaming and penetration testing. Attend industry conferences, webinars, or local meetups to connect with potential colleagues and learn about the latest trends and challenges in the sector.
✨Tip Number 2
Showcase your leadership skills by sharing examples of how you've successfully managed teams in high-pressure environments. Highlight any experience you have in mentoring or developing talent within your team, as this is crucial for a role that involves leading a group of expert red teamers.
✨Tip Number 3
Familiarise yourself with the specific technologies and platforms used in automated penetration testing. Being able to discuss these tools and their applications during interviews will demonstrate your technical depth and understanding of the industry's direction.
✨Tip Number 4
Prepare to discuss how you would approach translating complex security threats into strategic insights for enterprise clients. This role requires strong communication skills, so practice articulating technical concepts in a way that resonates with non-technical stakeholders.
We think you need these skills to ace Head of Penetration Testing, Europe in Dartford
Some tips for your application 🫡
Tailor Your CV:Make sure your CV highlights your leadership experience in offensive security, particularly in red teaming and adversary simulation. Use specific examples that demonstrate your ability to manage teams and engage with senior stakeholders.
Craft a Compelling Cover Letter:In your cover letter, express your passion for building scalable security systems and your vision for the future of red teaming. Mention how your experience aligns with the company's mission and how you can contribute to their innovative culture.
Showcase Relevant Experience:When detailing your work history, focus on your achievements in offensive security roles. Highlight any experience with enterprise security architectures and your ability to translate technical threats into strategic insights for clients.
Prepare for Technical Questions:Anticipate technical questions related to penetration testing and offensive security during the interview process. Be ready to discuss your approach to identifying high-impact techniques and how you would lead a team in a fast-paced environment.
How to prepare for a job interview at Prism Digital
✨Showcase Your Leadership Experience
As a candidate for the Head of Penetration Testing, it's crucial to highlight your previous leadership roles. Discuss specific examples where you successfully led an offensive security team, focusing on how you managed challenges and drove results.
✨Understand the Business Context
Be prepared to explain how penetration testing impacts business risk. Familiarise yourself with the company's platform and be ready to discuss how you would translate technical findings into strategic insights for enterprise clients, particularly CISOs.
✨Demonstrate Technical Depth
Your interviewers will expect you to have a strong grasp of modern attack surfaces and offensive security techniques. Brush up on recent trends in red teaming and be ready to discuss how you would implement innovative solutions within the Labs team.
✨Engage with Real-World Scenarios
Prepare to discuss real-world adversary tactics and how they can be integrated into automated testing. Think about examples from your experience where you’ve successfully applied these tactics and how they could enhance the company’s offerings.
