At a Glance
- Tasks: Test and secure AI applications by identifying vulnerabilities and simulating attacks.
- Company: Join Alignerr, a leader in AI security with a focus on innovation.
- Benefits: Enjoy flexible remote work, competitive pay, and the chance to shape AI security.
- Other info: Work independently with opportunities for ongoing projects and career growth.
- Why this job: Make a real impact on AI safety while working on cutting-edge projects.
- Qualifications: Experience in penetration testing and a strong grasp of security principles.
The predicted salary is between 10 - 40 £ per hour.
AI Penetration Tester (AI Security)
What if your hacking skills could directly shape how safe and secure AI systems are for millions of users worldwide?
We're looking for experienced penetration testers to probe, attack, and stress-test AI-powered applications and infrastructure — identifying vulnerabilities before bad actors do.
This is a fully remote, flexible contract role where your offensive security expertise meets the cutting edge of artificial intelligence.
You'll work on high-impact projects that directly improve the security posture of AI systems deployed at scale.
- Organization: Alignerr
- Type: Hourly Contract
- Location: Remote
- Commitment: 10–40 hours/week
What You'll Do
- Conduct penetration tests against AI-powered applications, APIs, and infrastructure to uncover security vulnerabilities
- Identify and exploit weaknesses in AI/ML pipelines, including prompt injection, model manipulation, data poisoning vectors, and authentication flaws
- Perform web application, network, and API security assessments using industry-standard tools and methodologies
- Simulate real-world attack scenarios — from reconnaissance through exploitation and post-exploitation
- Document findings in clear, structured reports with severity ratings, evidence, and actionable remediation guidance
- Evaluate AI-specific attack surfaces including adversarial inputs, jailbreaks, and data exfiltration risks
- Stay current with emerging AI security threats and contribute insights to improve testing methodologies
- Work independently on task-based engagements on your own schedule
Who You Are
- Experienced penetration tester with a strong understanding of offensive security principles and methodologies (OWASP, PTES, MITRE ATT&CK)
- Proficient with industry-standard tools such as Burp Suite, Metasploit, Nmap, Kali Linux, or equivalent
- Solid understanding of web application security, network security, and API security testing
- Able to think like an attacker — creative, persistent, and methodical in finding what others miss
- Strong written communication skills — you can translate complex technical findings into clear, actionable reports
- Self-motivated and reliable when working independently without direct supervision
- Comfortable working across diverse technology stacks and environments
- Nice to Have
- Relevant certifications such as OSCP, OSCE, CEH, GPEN, GXPN, or e WPT
- Experience with AI/ML security testing — adversarial machine learning, prompt injection, LLM red-teaming
- Background in red teaming, bug bounty programs, or CTF competitions
- Familiarity with cloud security (AWS, GCP, Azure) and container security
- Programming or scripting skills in Python, Bash, Power Shell, or similar
- Knowledge of secure development practices and Dev Sec Ops workflows
- Experience conducting security assessments in compliance-driven environments (SOC 2, ISO 27001, etc.)
- Why Join Us
- Work on cutting-edge AI security projects alongside leading research labs
- Fully remote and flexible — work when and where it suits you
- Freelance autonomy with access to high-impact, intellectually challenging engagements
- Be at the forefront of AI security — a rapidly growing field with massive demand
- Sharpen your skills against novel AI-specific attack surfaces that few security professionals have encountered
- Contribute directly to making AI systems safer and more trustworthy for users worldwide
- Potential for ongoing work and contract extension as new projects launch
- #J-18808-Ljbffr
AI Penetration Tester in London employer: Alignerr
Alignerr is an exceptional employer that champions innovation in healthcare through AI, offering a dynamic remote work environment that fosters collaboration and creativity. Employees benefit from a culture of continuous learning and professional development, with ample opportunities to grow within the organisation while contributing to groundbreaking projects that have a real impact on clinical research. Join us to be part of a forward-thinking team dedicated to transforming healthcare for the better.
StudySmarter Expert Advice🤫
We think this is how you could land AI Penetration Tester in London
✨Get Active on Cybersecurity Forums
Join platforms like Stack Exchange and Reddit’s r/cybersecurity to hang out with industry pros, learn the latest, and share your insights. This will not only boost your visibility but also help you connect with potential clients who might need your freelance services.
✨Show Off Your Skills with Public Projects
Create a few open-source projects or contribute to existing ones that showcase your cybersecurity skills. Use GitHub to display your work, as this is an excellent way to attract clients looking for freelancers with a proven track record.
✨Attend Local Conferences and Meetups
Make sure to hit up cybersecurity meetups, workshops, and conferences in your area. These events are goldmines for networking, and you’ll often find people looking for freelancers after a chat over a coffee – so come prepared with your business cards and a killer elevator pitch!
✨Market Yourself Smartly
Set up a professional website that showcases your portfolio, expertise, and client testimonials. Optimise it for SEO with relevant keywords so potential clients searching for cybersecurity freelancers can easily find you. Don’t forget to link to your site on all your social media and profiles!
We think you need these skills to ace AI Penetration Tester in London
Some tips for your application 🫡
Show Your Skills Through a Strong Portfolio:Since you're applying for a freelance role in cybersecurity, it's crucial to showcase your technical skills through a detailed portfolio. Include case studies of projects you've worked on, any security tools you've developed or assessed, and specifics on the methodologies you’ve used. This will help Alignerr understand what you're capable of.
Certifications Matter!:Make sure to list any relevant certifications you hold, such as CISSP, CEH, or CompTIA Security+. Freelance clients often value these credentials as they reflect your expertise and commitment to the field. If you’re actively pursuing more certifications, don’t hesitate to mention that too!
Rates, Availability, and Your Work Style:In your application, it’s essential to be clear about your freelance rates and availability. Clients appreciate transparency. Mention how many hours a week you can dedicate and your preferred working hours, as this sets expectations from the start and shows you're organised and professional.
Tailor Your CV to Highlight Cybersecurity Experience:When crafting your CV, make sure to tailor it specifically to cybersecurity. Highlight projects, tasks, and achievements related to security assessments, vulnerabilities you've mitigated, or compliance work you've undertaken. Keywords relevant to the job can grab attention and increase your chances of landing a spot at Alignerr.
How to prepare for a job interview at Alignerr
✨Showcase Your Cybersecurity Skills
As a freelancer in cybersecurity, it’s crucial we demonstrate not just our knowledge but our practical skills too. Be ready to discuss specific tools you’ve used, like Wireshark or Metasploit, and share relevant experiences where you identified vulnerabilities or mitigated risks in past projects.
✨Prepare Your Portfolio
Unlike traditional roles, freelancing relies heavily on your portfolio. Let’s curate a selection of past work that showcases our best projects. If we’ve handled penetration tests, audits, or incident responses, be sure to highlight these in your portfolio, and share any client testimonials if we have them.
✨Stay Updated on Trends and Tools
Cybersecurity is an ever-evolving field, so we should be prepared to chat about recent developments and how they impact our work. Familiarise ourselves with the latest threats, tools, and frameworks, like MITRE ATT&CK, that are pertinent to the projects we’re pitching.
✨Pitching Your Value as a Freelancer
When freelancing, we often need to negotiate our rates and value propositions. Be ready to explain how our skills can help Alignerr protect their assets and manage risks. It can help to outline some potential strategies or improvements we could implement for them based on their current setup.
