CHECK Team Leader - Penetration Testing in Woking
CHECK Team Leader - Penetration Testing

CHECK Team Leader - Penetration Testing in Woking

Woking Full-Time 80000 - 90000 £ / year (est.) Home office (partial)
Oscar

At a Glance

  • Tasks: Lead high-impact penetration testing and support clients in secure environments.
  • Company: Top cyber security consultancy with a focus on innovation and security.
  • 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: Join a leading team and make a real difference in cyber security.
  • 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 Testing in Woking employer: Oscar

Join a leading cyber security consultancy that prioritises employee growth and development, offering a dynamic work culture where innovation thrives. With a focus on high-impact penetration testing in secure environments, this remote role provides the flexibility to balance work and life while engaging with prestigious clients across the UK. Enjoy competitive salaries, opportunities for professional advancement, and the chance to be part of a team that is at the forefront of cyber security.
Oscar

Contact Detail:

Oscar Recruiting Team

StudySmarter Expert Advice 🤫

We think this is how you could land CHECK Team Leader - Penetration Testing in Woking

✨Tip Number 1

Network like a pro! Reach out to your connections in the cyber security field, especially those who are already in penetration testing roles. A friendly chat can lead to insider info about job openings or even referrals.

✨Tip Number 2

Show off your skills! Consider creating a portfolio of your past penetration testing projects. This could be a great way to demonstrate your expertise and give potential employers a taste of what you can do.

✨Tip Number 3

Prepare for interviews by brushing up on your technical knowledge and soft skills. Practice common interview questions related to penetration testing and think about how you can communicate complex ideas clearly to clients.

✨Tip Number 4

Don’t forget to apply through our website! We’re always on the lookout for talented individuals like 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 Testing in Woking

CHECK Team Leader (CTL) certification
Active DV clearance or previously held DV clearance
Hands-on penetration testing experience
Infrastructure penetration testing
Web application testing
Network testing (internal and external)
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 penetration testing and how you've contributed to team success. We love a good story!

Show Off Your Communication Skills: Since this role involves client-facing communication, make sure to showcase your ability to convey complex technical information clearly. Whether it's in your CV or cover letter, we want to see how you can communicate risk effectively.

Apply Through Our Website: Don't forget to apply through our website! It’s the best way for us to receive your application and ensures you’re considered for the role. Plus, it makes the whole process smoother for everyone involved.

How to prepare for a job interview at Oscar

✨Know Your Stuff

Make sure you brush up on your penetration testing skills and the specific methodologies used in CHECK-based testing. Be ready to discuss your hands-on experience with infrastructure, web applications, and cloud security testing. The more you can demonstrate your technical expertise, the better!

✨Showcase Your Leadership Skills

As a CHECK Team Leader, you'll need to show that you can lead a team effectively. Prepare examples of how you've managed projects or guided teams in the past. Highlight your ability to communicate clearly with clients and support them through remediation discussions.

✨Prepare for Client Engagements

Since this role involves client-facing interactions, practice how you would explain complex security concepts in simple terms. Think about how you can build rapport with clients and ensure they feel confident in your recommendations.

✨Bring Your Certifications to the Table

If you have additional certifications like OSCP or OSCE, make sure to mention them during the interview. These qualifications can set you apart from other candidates and show your commitment to professional development in the field of cybersecurity.

CHECK Team Leader - Penetration Testing in Woking
Oscar
Location: Woking

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