Find a job 
Featured Companies 
Featured Universities 
For Companies At a Glance
- Tasks: Lead high-impact penetration testing and guide a talented team in secure environments.
- Company: Join a leading cyber security consultancy with a strong reputation.
- Benefits: Competitive salary, remote work flexibility, and opportunities for professional growth.
- Other info: Dynamic role with opportunities to engage with clients and enhance your skills.
- Why this job: Make a real difference in cyber security while working on complex projects.
- Qualifications: CHECK Team Leader certification and strong penetration testing experience required.
We're working with a leading cyber security consultancy looking to grow their penetration testing capability with the addition of a CHECK Team Leader (CTL). This is an opportunity to join one of the UK's largest CHECK-accredited, security-cleared testing environments, delivering high-impact testing across complex and highly secure customer estates. The role is primarily remote, with occasional onsite client engagements as required.
Salary: £80-90,000 DOE
Work Structure: Remote (with UK client visits)
Security Clearance: Active or previously held DV clearance is essential.
The Role: You'll be responsible for delivering high-quality penetration testing across a range of environments, while acting as a senior technical presence within the team. Engagements will include:
- Infrastructure penetration testing
- Web application testing
- Internal and external network testing
- Active Directory / privilege escalation assessments
- Cloud security testing
- Red team style activities and security assessments
- CHECK-based testing within highly secure environments
You'll also be involved in scoping engagements, supporting clients through remediation discussions, and contributing to the continued growth and quality of the testing practice.
What We're Looking For:
- Current CHECK Team Leader (CTL) certification
- Active DV clearance OR previously held DV clearance
- Strong hands-on penetration testing experience across infrastructure and applications
- Experience delivering testing within secure/government or high-assurance environments
- Strong client-facing communication skills
- Ability to write high-quality technical reports and communicate risk clearly
- Background working within a consultancy or dedicated security testing environment preferred
- Additional certifications such as CRT/CCT, OSCP, OSCE or similar are highly advantageous.
If this sounds like you, apply now for immediate consideration.
CHECK Team Leader Penetration Tester in London employer: Oscar Associates (UK) Limited
Contact Detail:
Oscar Associates (UK) Limited Recruiting Team
StudySmarter Expert Advice 🤫
We think this is how you could land CHECK Team Leader Penetration Tester in London
✨Tip Number 1
Network like a pro! Reach out to your connections in the cyber security field, especially those who are already in roles similar to CHECK Team Leader. A friendly chat can lead to insider info about job openings or even referrals.
✨Tip Number 2
Show off your skills! Create a portfolio showcasing your penetration testing projects and achievements. This will give potential employers a clear view of what you can bring to the table, especially in high-assurance environments.
✨Tip Number 3
Prepare for interviews by brushing up on your technical knowledge and client communication skills. Practice explaining complex concepts in simple terms, as this is crucial for client-facing roles like the CHECK Team Leader.
✨Tip Number 4
Don’t forget to apply through our website! We’ve got loads of opportunities that might just be the perfect fit for you. Plus, applying directly can sometimes give you an edge over other candidates.
We think you need these skills to ace CHECK Team Leader Penetration Tester in London
Some tips for your application 🫡
Tailor Your CV: Make sure your CV reflects the skills and experiences that match the CHECK Team Leader role. Highlight your penetration testing experience and any relevant certifications, like your CHECK Team Leader certification, to grab our attention!
Craft a Compelling Cover Letter: Your cover letter is your chance to shine! Use it to explain why you're the perfect fit for the role. Mention your hands-on experience in secure environments and how you can contribute to our team’s success.
Showcase Your Communication Skills: Since this role involves client-facing interactions, make sure to demonstrate your strong communication skills in your application. We want to see how you can clearly convey technical information and risks to clients.
Apply Through Our Website: We encourage you to apply directly through our website for the best chance of being noticed. It’s quick and easy, and we can’t wait to see your application come through!
How to prepare for a job interview at Oscar Associates (UK) Limited
✨Know Your Stuff
Make sure you brush up on your penetration testing skills, especially in areas like infrastructure and web application testing. Be ready to discuss specific tools and techniques you've used in past engagements, as well as any challenges you've faced and how you overcame them.
✨Showcase Your Leadership Skills
As a CHECK Team Leader, you'll need to demonstrate your ability to lead a team effectively. Prepare examples of how you've managed projects or guided junior testers in the past. Highlight your experience in scoping engagements and supporting clients through remediation discussions.
✨Communicate Clearly
Strong client-facing communication skills are essential for this role. Practice explaining complex technical concepts in simple terms, as you'll need to write high-quality reports and communicate risks clearly to clients. Consider doing mock interviews with a friend to refine your delivery.
✨Stay Updated on Security Trends
The cyber security landscape is always changing, so it's crucial to stay informed about the latest threats and vulnerabilities. Familiarise yourself with current trends in cloud security and red team activities, and be prepared to discuss how these might impact your testing strategies.