CHECK Team Leader Penetration Tester
CHECK Team Leader Penetration Tester

CHECK Team Leader Penetration Tester

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

At a Glance

  • Tasks: Lead high-impact penetration testing and support clients 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 high-profile clients.
  • 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 Limited

Join a leading cyber security consultancy that prioritises employee growth and development within a dynamic and supportive work culture. With a focus on high-impact testing in secure environments, this role offers the unique advantage of remote flexibility while engaging with prestigious clients across the UK. Enjoy competitive salaries, opportunities for professional certifications, and a collaborative atmosphere that fosters innovation and excellence in the field of penetration testing.
Oscar Associates Limited

Contact Detail:

Oscar Associates 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! Prepare a portfolio of your past penetration testing projects and be ready to discuss them in detail during interviews. This will demonstrate your hands-on experience and technical prowess.

✨Tip Number 3

Practice makes perfect! Brush up on your technical interview skills by doing mock interviews with friends or using online platforms. This will help you articulate your thoughts clearly and confidently when discussing complex topics.

✨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

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 assessments
Cloud security testing
Red team activities
Client-facing communication skills
Technical report writing
Risk communication
Experience in secure/government environments
Consultancy experience
Additional certifications (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 or OSCP. 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. Share specific examples of your past work in secure environments and how you’ve led teams. Let us know your passion for cyber security!

Showcase Your Communication Skills: Since this role involves client-facing interactions, make sure to demonstrate your communication skills in your application. Whether it's through your CV or cover letter, we want to see how you can clearly convey complex technical information.

Apply Through Our Website: We encourage you to apply directly through our website for the best chance of getting noticed. It’s super easy, and you’ll be able to keep track of your application status. Don’t miss out on this opportunity!

How to prepare for a job interview at Oscar Associates 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 convey risks clearly to clients. Consider preparing a few scenarios where you've successfully communicated findings in a report or presentation.

✨Stay Updated on Security Trends

The cyber security landscape is always evolving, so it's crucial to stay informed about the latest threats and trends. Be prepared to discuss recent developments in penetration testing and how they might impact the work you'll be doing. This shows your passion for the field and your commitment to continuous learning.

CHECK Team Leader Penetration Tester
Oscar Associates Limited

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