Cybersecurity Penetration Testing Expert

Alignerr Corp.; São Paulo; Remote; BRL 421,000 - 841,000; Full time

Benefits offered by this job

Fully remote

Freelance autonomy

Job summary

Alignerr Corp. is seeking a Cybersecurity Penetration Testing Expert (AI Security) for a fully remote, flexible contract role. You will probe and stress-test AI-powered applications and infrastructure, identifying vulnerabilities before adversaries exploit them.

Work on high-impact projects, including AI/ML pipelines, prompt injection and data exfiltration risks, with independent task-based engagements and flexible hours (10-40 hours/week).

Qualifications

• Proven experience in penetration testing of web/API/infra.
• Strong knowledge of offensive security methodologies.
• Ability to report findings clearly with remediation guidance.

Responsibilities

• Perform AI-focused penetration tests on applications and APIs.
• Identify weaknesses in AI/ML pipelines and prompt injection.
• Conduct web, network, and API security assessments.
• Document findings with severity and actionable remediation.

Skills

OWASP

PTES

MITRE ATT&CK

Attacker mindset

Strong communication

Tools

Burp Suite

Metasploit

Nmap

Kali Linux

Job description

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 anization: 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 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-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, Power Shell, or similarKnowledge of secure development practices and Dev Sec Ops 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 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