Senior Penetration Tester

Senior Penetration Tester

Location: Remote (UK)

Salary: Competitive

Permanent/Full Time

About the role?

We have an exciting opportunity for an experienced Senior Penetration Tester to join our Offensive Security team. In this role, you will lead the delivery of complex penetration testing engagements for organisations ranging from innovative technology companies to large enterprise and public sector clients.

Working alongside some of the industry's most talented offensive security professionals, you will be responsible for identifying real-world security risks, delivering high-quality technical assessments and helping clients strengthen their security posture.

This role is suited to someone who enjoys solving challenging technical problems, engaging directly with clients and contributing to the ongoing development of a high-performing offensive security practice.

If you're the person others turn to for technical guidance, enjoy mentoring junior consultants and want to work in an environment that values technical excellence, continuous learning and innovation, we'd love to hear from you

What you'll be doing?

Lead the delivery of infrastructure, web application, cloud and internal penetration testing engagements.

Conduct advanced adversary simulation and security assessments against complex client environments.

Identify, exploit and clearly articulate security weaknesses, attack paths and business risks.

Produce high-quality technical reports containing detailed findings, supporting evidence and practical remediation guidance.

Present findings and recommendations to technical and executive-level stakeholders.

Provide strategic security advice and consultancy to clients throughout the engagement lifecycle.

Support and mentor junior consultants, helping to develop technical capability across the team.

Contribute to the development of offensive security methodologies, research, tooling and service offerings.

Assist with peer reviews and quality assurance activities to maintain exceptional delivery standards.

Stay current with emerging attack techniques, vulnerabilities and offensive security trends.

What are we looking for?

We're looking for someone who is passionate about offensive security and focused on delivering exceptional technical outcomes for customers.

You will have a proven track record of delivering high-quality penetration testing engagements and be comfortable leading complex assessments with minimal supervision.

The successful candidate will possess excellent communication skills, enabling them to confidently engage with stakeholders ranging from technical engineers through to senior business leaders.

You will be naturally curious, highly technical and committed to developing both your own skills and those of the wider team

Our Requirements

CTL certification

CREST CRT, CCT Infrastructure, CCT Application or equivalent.

Offensive Security certifications such as OSCP, OSWE, OSEP, OSED or OSCE3.

Experience delivering red team or adversary simulation engagements.

Cloud security testing experience across Azure, AWS or Google Cloud.

Development or scripting experience using Python, PowerShell, C# or similar languages.

Experience contributing to security research, tooling development or vulnerability discovery.

About Ruptura

At Ruptura InfoSecurity, we don't just talk about being the best, we prove it! Our expert team delivers cutting-edge offensive cybersecurity services for leading global organisations, built on technical excellence, integrity, and continuous learning.

We are seeking dynamic and motivated individuals to join our team as a Penetration Tester of varying levels. We want those individuals who are actively looking for a new challenge at a growing company with an impressive client base.

If you are technically minded and live and breathe cyber, want to work somewhere where you are surrounded by some of the best global penetration testing talent, we want to hear from you.

We aren't looking for an average tester to work on average engagements; we want those at the top of their game.

What do we offer

Having a happy and healthy team provides the foundation for our energy and drive

25 days annual leave + an extra day for each year of service (up to 30 days) plus additional half days for a 'Duvet morning' and your birthday (FTE)

BUPA Premium Health Insurance £0 excess covering pre-existing conditions

Life Insurance

Critical Illness Cover

Royal London Pension Plan

Strong learning and development culture to help you excel

International incentive trips for high performers

Fantastic social events e.g. Family Fun Day, Quarterly socials, Festive Party

Quarterly company-wide recognition events e.g. lunch at Michelin star restaurants

To be eligible for this role, you must have the right to work in the UK on a permanent basis (e.g., Indefinite Leave to Remain or UK/EU Settled Status). Unfortunately, we are unable to provide visa sponsorship at this time.