CHECK Team Leader Penetration Tester

CHECK Team Leader Penetration Tester

Full-Time 80000 - 90000 £ / year (est.) No home office possible
Oscar Associates (UK) Limited

At a Glance

  • Tasks: Lead high-impact penetration testing and enhance security for top clients.
  • 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 high-security environments.
  • Why this job: Make a real difference in cyber security while working with cutting-edge technology.
  • Qualifications: CHECK Team Leader certification and strong penetration testing experience required.

The predicted salary is between 80000 - 90000 £ per year.

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 employer: Oscar Associates (UK) Limited

Join a leading cyber security consultancy that prioritises employee growth and offers a dynamic work culture focused on innovation and collaboration. With the flexibility of remote work and opportunities for onsite client engagements, you will be part of a highly skilled team delivering impactful penetration testing in secure environments. The company supports continuous professional development and provides a competitive salary, making it an excellent choice for those seeking meaningful and rewarding employment in the cyber security field.
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

✨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 not only impress potential employers but also give you confidence during interviews.

✨Tip Number 3

Prepare for the interview by brushing up on common penetration testing scenarios and client engagement strategies. We recommend practising with mock interviews to nail down your communication skills and technical knowledge.

✨Tip Number 4

Don’t forget to apply through our website! It’s the best way to ensure your application gets noticed. Plus, we love seeing candidates who take that extra step to connect with us directly.

We think you need these skills to ace CHECK Team Leader Penetration Tester

CHECK Team Leader (CTL) certification
Active DV clearance or previously held DV clearance
Hands-on penetration testing experience
Infrastructure penetration testing
Web application testing
Internal and external network testing
Active Directory / privilege escalation assessments
Cloud security testing
Red team style activities
Strong client-facing communication skills
Ability to write high-quality technical reports
Experience in secure/government or high-assurance environments
Background in consultancy or dedicated security testing environment
Additional certifications such as CRT/CCT, OSCP, OSCE

Some tips for your application 🫡

Tailor Your CV: Make sure your CV is tailored to the CHECK Team Leader role. Highlight your penetration testing experience and any relevant certifications like CHECK Team Leader, OSCP, or OSCE. We want to see how your skills match what we're looking for!

Craft a Compelling Cover Letter: Your cover letter is your chance to shine! Use it to explain why you're the perfect fit for this role. Mention your hands-on experience in secure environments and your client-facing skills. Let us know what excites you about working with us!

Showcase Your Technical Skills: In your application, don’t forget to showcase your technical prowess. Detail your experience with infrastructure and web application testing, as well as any red team activities you've been involved in. We love seeing real-world examples of your work!

Apply Through Our Website: We encourage you to apply through our website for a smoother process. It helps us keep track of your application and ensures you don’t miss out on any important updates. Plus, it’s super easy to do!

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 applications. 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. You might be asked to present findings from a previous test, so be ready to showcase your ability to write high-quality reports and communicate risks clearly.

✨Stay Current with Security Trends

The cyber security landscape is always changing, so it's crucial to stay updated on the latest threats and vulnerabilities. Familiarise yourself with recent incidents or trends in the industry, and be prepared to discuss how they might impact your approach to penetration testing.

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