Penetration Tester - Permanent - Fully Remote in Chesterfield
Penetration Tester - Permanent - Fully Remote

Penetration Tester - Permanent - Fully Remote in Chesterfield

Chesterfield Full-Time 55000 - 90000 £ / year (est.) No home office possible
Oscar Associates (UK) Limited

At a Glance

  • Tasks: Conduct penetration tests on web apps, APIs, and infrastructure while leading client engagements.
  • Company: Join a top UK consultancy with a strong focus on offensive security.
  • Benefits: Enjoy a competitive salary, remote work, travel expenses, and an overnight bonus for site visits.
  • Other info: Flexible roles available for mid and senior levels with excellent career growth opportunities.
  • Why this job: Make a real impact in cybersecurity while working fully remote and mentoring junior consultants.
  • Qualifications: Experience in penetration testing and a passion for cybersecurity.

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.

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.

  • 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.
  • Contribute to internal QA, mentor more junior consultants, and support report quality across the team.
  • Hands-on experience delivering web application, API, and/or infrastructure penetration tests in a professional consultancy setting.

Salary: £55,000 - £90,000, depending on experience, certifications and clearance level.

Benefits include:

  • Fully remote working
  • Overnight bonus for client site visits
  • Travel and expenses covered for client work
  • Company pension scheme

Penetration Tester - Permanent - Fully Remote in Chesterfield employer: Oscar Associates (UK) Limited

Join a leading offensive security consultancy that values your expertise and offers a fully remote working environment, allowing you to balance your professional and personal life seamlessly. With competitive salaries, generous travel expenses, and opportunities for mentorship and professional growth, this company fosters a collaborative culture where your contributions are recognised and rewarded. Experience the thrill of diverse client engagements while being part of a supportive team dedicated to delivering high-quality security assessments.
Oscar Associates (UK) Limited

Contact Detail:

Oscar Associates (UK) Limited Recruiting Team

StudySmarter Expert Advice 🤫

We think this is how you could land Penetration Tester - Permanent - Fully Remote in Chesterfield

✨Tip Number 1

Network like a pro! Join online forums, attend webinars, and connect with fellow penetration testers. The more people you know in the industry, the better your chances of landing that dream job.

✨Tip Number 2

Show off your skills! Create a portfolio showcasing your best penetration testing projects. Whether it's a personal project or a contribution to an open-source initiative, having tangible evidence of your expertise can really set you apart.

✨Tip Number 3

Prepare for interviews by brushing up on common penetration testing scenarios. Be ready to discuss your approach to different types of tests and how you handle client communications. We want to see your thought process in action!

✨Tip Number 4

Don’t forget to apply through our website! It’s the best way to ensure your application gets seen by the right people. Plus, we love seeing candidates who are proactive about their job search!

We think you need these skills to ace Penetration Tester - Permanent - Fully Remote in Chesterfield

Penetration Testing
CHECK Certification
CREST Certification
Web Application Testing
API Testing
Infrastructure Testing
Client Engagement
Report Writing
Quality Assurance
Mentoring
Risk Assessment
Technical Research
Community Involvement

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, API, and infrastructure testing. We want to see how your skills match what we do!

Craft a Compelling Cover Letter: Your cover letter is your chance to shine! Use it to explain why you're passionate about penetration testing and how you can contribute to our team. Keep it professional but let your personality show through.

Showcase Your Skills: Don’t forget to mention any certifications or hands-on experience you have, like Hack The Box or TryHackMe. We love seeing candidates who are actively involved in the community and continuously learning!

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 Associates (UK) Limited

✨Know Your Stuff

Make sure you brush up on your technical skills related to penetration testing. Familiarise yourself with the latest tools and techniques, especially those relevant to web applications, APIs, and infrastructure. Being able to discuss your hands-on experience confidently will impress the interviewers.

✨Tailor Your Approach

When preparing for the interview, think about how your previous experiences align with the specific needs of the role. Be ready to share examples of past projects where you took ownership from scoping to report delivery, highlighting your ability to communicate findings effectively to clients.

✨Show Your Passion

Engagement in the community, such as participating in platforms like Hack The Box or TryHackMe, can set you apart. Share any relevant certifications or research you've done, as this shows your commitment to continuous learning and staying updated in the field.

✨Ask Insightful Questions

Prepare some thoughtful questions about the company’s approach to offensive security and their client base. This not only demonstrates your interest in the role but also gives you a chance to assess if the company is the right fit for you.

Penetration Tester - Permanent - Fully Remote in Chesterfield
Oscar Associates (UK) Limited
Location: Chesterfield

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