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- Tasks: Lead high-impact penetration testing and support clients in secure environments.
- Company: Join a top cyber security consultancy with a focus on innovation.
- 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 Testing in Chesterfield employer: Oscar
Contact Detail:
Oscar Recruiting Team
StudySmarter Expert Advice 🤫
We think this is how you could land CHECK Team Leader - Penetration Testing in Chesterfield
✨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 include case studies or reports that highlight your expertise and problem-solving abilities. It’s a great way to stand out during interviews.
✨Tip Number 3
Prepare for technical interviews by brushing up on your knowledge of the latest tools and techniques in penetration testing. We recommend doing mock interviews with friends or colleagues to get comfortable discussing your approach to various scenarios.
✨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 Chesterfield
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 you'll be client-facing, it's crucial to demonstrate your communication skills in your application. Make sure to include examples of how you've effectively communicated technical information to non-technical stakeholders. We value clarity and confidence!
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 gives you a chance to explore more about us and what we do!
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 exhibit strong leadership qualities. Prepare examples of how you've led teams or projects in the past, especially in high-pressure environments. Highlight your ability to mentor others and drive quality in testing practices.
✨Communicate Clearly
Since client-facing communication is key, practice explaining complex technical concepts in simple terms. Be prepared to discuss how you would handle remediation discussions with clients, ensuring they understand the risks and necessary actions without getting lost in jargon.
✨Prepare for Scenario Questions
Expect scenario-based questions that assess your problem-solving skills in real-world situations. Think about past engagements where you faced challenges and how you overcame them. This will show your ability to think critically and adapt in secure environments.