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- Tasks: Conduct penetration tests and lead client engagements to identify security vulnerabilities.
- Company: Join a leading UK consultancy in offensive security with a dynamic team.
- Benefits: Enjoy a competitive salary, remote work, travel expenses, and pension scheme.
- Other info: Flexible roles available with opportunities for career growth and clearance sponsorship.
- Why this job: Make a real impact in cybersecurity while working remotely and visiting clients.
- Qualifications: Experience in penetration testing and strong communication skills required.
The predicted salary is between 55000 - 90000 £ per year.
We are looking for experienced Penetration Testers to join one of the UK's larger dedicated offensive security practices. With a team of around 70 testers split across CHECK and CREST work, this is a well-established consultancy delivering high-quality assessments across a broad client base, with genuine variety in engagement type, sector, and technical depth.
The team is structured across two streams, more commercially-driven engagements through CREST, and deeper, security-led work through CHECK, so there’s a clear path whichever direction you want to lean. Multiple roles are available across mid and senior levels, and the company is flexible on starting clearance level.
This role is fully remote with client site visits as required. No two weeks look the same.
Key Responsibilities:- Deliver web application, API, and infrastructure penetration tests, taking ownership of engagements end-to-end from scoping through to final report delivery.
- Lead client-facing engagements, communicating high-risk findings as they are identified to support swift remediation.
- Produce clear, professional reports tailored to client-specific context and business risk.
- Support broader offensive security activities including red and purple team engagements, phishing simulations, and assumed-breach style assessments where relevant.
- Contribute to internal QA, mentor more junior consultants, and support report quality across the team.
- Stay up to date with the evolving threat landscape and contribute to internal R&D, tooling, and knowledge sharing.
- CHECK Team Member (CTM), CHECK Team Leader (CTL), CREST Registered Tester (CRT), or CREST Certified Tester (CCT) qualified, or actively progressing along either pathway at a senior level.
- Hands-on experience delivering web application, API, and/or infrastructure penetration tests in a professional consultancy setting.
- Strong understanding of common vulnerability classes (e.g. OWASP Top 10), exploitation techniques, and remediation guidance.
- Confident client-facing communication skills, with the ability to explain technical findings to both technical and non-technical audiences.
- Strong written reporting skills, with the ability to produce clear, well-structured deliverables.
- A genuine passion for offensive security, demonstrated through CTFs, labs (e.g. Hack The Box, TryHackMe), research, certifications, or community involvement.
Clearance requirements vary by role, some do not require any clearance, others are looking for SC or DV. The company will put successful candidates through the relevant clearance process where required, so existing clearance is welcomed but not essential across the board.
Benefits:- Salary: £55,000 – £90,000, depending on experience, certifications and clearance level
- Fully remote working
- Overnight bonus for client site visits
- Travel and expenses covered for client work
- Clearance sponsorship (SC / DV) where required for the role
- Company pension scheme
Penetration Tester (CHECK / CREST) in England employer: Oscar
Contact Detail:
Oscar Recruiting Team
StudySmarter Expert Advice 🤫
We think this is how you could land Penetration Tester (CHECK / CREST) in England
✨Tip Number 1
Network like a pro! Reach out to your connections in the cybersecurity field, attend virtual meetups, and engage in online forums. You never know who might have a lead on that perfect Penetration Tester role.
✨Tip Number 2
Show off your skills! Create a portfolio showcasing your penetration testing projects, CTF achievements, or any relevant research. This will give potential employers a taste of what you can bring to the table.
✨Tip Number 3
Prepare for interviews by brushing up on your client-facing communication skills. Practice explaining complex technical concepts in simple terms, as you'll need to convey findings to both tech-savvy and non-tech audiences.
✨Tip Number 4
Don't forget to apply through our website! We’ve got multiple roles available, and applying directly can give you an edge. Plus, it’s a great way to show your enthusiasm for joining our awesome team!
We think you need these skills to ace Penetration Tester (CHECK / CREST) in England
Some tips for your application 🫡
Tailor Your CV: Make sure your CV is tailored to the Penetration Tester role. Highlight your relevant experience, especially in web application and API testing, and don’t forget to mention any certifications like CHECK or CREST that you hold.
Craft a Compelling Cover Letter: Your cover letter is your chance to shine! Use it to explain why you're passionate about offensive security and how your skills align with our needs. Keep it professional but let your personality show through.
Showcase Your Technical Skills: In your application, be sure to showcase your technical skills and understanding of common vulnerabilities. Mention any hands-on experience you've had with penetration testing tools or platforms like Hack The Box or TryHackMe.
Apply Through Our Website: We encourage you to apply directly through our website. It’s the best way for us to receive your application and ensures you’re considered for the role. Plus, it’s super easy!
How to prepare for a job interview at Oscar
✨Know Your Stuff
Make sure you brush up on your technical skills, especially around web application, API, and infrastructure penetration testing. Be ready to discuss common vulnerabilities like the OWASP Top 10 and demonstrate your understanding of exploitation techniques.
✨Show Off Your Communication Skills
Since this role involves client-facing engagements, practice explaining complex technical findings in a way that anyone can understand. Think about how you would communicate high-risk issues to a non-technical audience and be prepared to showcase that during the interview.
✨Prepare for Scenario Questions
Expect to face scenario-based questions that test your problem-solving skills. Think through past experiences where you've led engagements or dealt with challenging situations, and be ready to share those stories with clear outcomes.
✨Demonstrate Your Passion
Let your enthusiasm for offensive security shine through! Talk about any Capture The Flag (CTF) competitions you've participated in, labs you've worked on, or community involvement. This will show that you're not just qualified but genuinely passionate about the field.