Cybersecurity Penetration Testing Expert

Cybersecurity Penetration Testing Expert (AI Security) About The Role What if your hacking skills could directly shape how safe and secure AI systems are for millions of users worldwide? We're looking for Cybersecurity Penetration Testing Experts 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 used at scale. Organization: AlignerrType: Hourly ContractLocation: RemoteCommitment: 10–40 hours/week What You'll Do Conduct penetration tests against AI-powered applications, APIs, and infrastructure to uncover security vulnerabilitiesIdentify and exploit weaknesses in AI/ML pipelines, including prompt injection, model manipulation, data poisoning vectors, and authentication flawsPerform web application, network, and API security assessments using industry-standard tools and methodologiesSimulate real-world attack scenarios — from reconnaissance through exploitation and post-exploitationDocument findings in clear, structured reports with severity ratings, evidence, and actionable remediation guidanceEvaluate AI-specific attack surfaces including adversarial inputs, jailbreaks, and data exfiltration risksStay current with emerging AI security threats and contribute insights to improve testing methodologiesWork 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 equivalentSolid understanding of web application security, network security, and API security testingAble to think like an attacker — creative, persistent, and methodical in finding what others missStrong written communication skills — you can translate complex technical findings into clear, actionable reportsSelf-motivated and reliable when working independently without direct supervisionComfortable working across diverse technology stacks and environments Nice to Have Relevant certifications such as OSCP, OSCE, CEH, GPEN, GXPN, or eWPTExperience with AI/ML security testing — adversarial machine learning, prompt injection, LLM red-teamingBackground in red teaming, bug bounty programs, or CTF competitionsFamiliarity with cloud security (AWS, GCP, Azure) and container securityProgramming or scripting skills in Python, Bash, PowerShell, or similarKnowledge of secure development practices and DevSecOps workflowsExperience 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 labsFully remote and flexible — work when and where it suits youFreelance autonomy with access to high-impact, intellectually challenging engagementsBe at the forefront of AI security — a rapidly growing field with massive demandSharpen your skills against novel AI-specific attack surfaces that few security professionals have encounteredContribute directly to making AI systems safer and more trustworthy for users worldwidePotential for ongoing work and contract extension as new projects launch