CHECK Team Leader Penetration Tester

Oscar Technology
London, United Kingdom
3 weeks ago
£80,000 – £90,000 pa

Salary

£80,000 – £90,000 pa

Job Type
Permanent
Work Location
Remote
Seniority
Lead
Education
Degree
Security Clearance
Required
Posted
6 May 2026 (3 weeks ago)

Benefits

Active or previously held DV clearance

CHECK Team Leader Penetration Tester | Security Cleared | £80-90k | Remote

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.

Oscar Associates (UK) Limited is acting as an Employment Agency in relation to this vacancy.

To understand more about what we do with your data please review our privacy policy in the privacy section of the Oscar website.

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