About The Role
AI systems are only as safe as the people who challenge them. We're looking for security-minded professionals to stress-test, probe, and harden cutting-edge AI models. If you enjoy finding weaknesses, crafting clever exploits, and thinking like an attacker — this role was built for you. Your work will have a direct impact on the safety and reliability of AI products used by millions of people worldwide.
• Organization: Alignerr
• Type: Hourly Contract
•

Location:
Remote
• Commitment: 10–40 hours/week

What You'll Do
• Conduct red-teaming exercises to uncover security weaknesses and failure modes in AI systems
• Design and execute adversarial prompts, jailbreak attempts, and edge-case scenarios to test model guardrails
• Evaluate AI outputs for safety, bias, harmful content, and policy compliance
• Document vulnerabilities, unexpected behaviors, and exploits in transparent, structured reports
• Collaborate with engineering and research teams to recommend practical mitigations
• Stay sharp on emerging AI security threats, attack techniques, and evolving best practices
• Help define and refine security evaluation frameworks and testing protocols Who You Are




• Solid understanding of cybersecurity concepts — threat modeling, attack vectors, or penetration testing
• Hands-on experience with AI/ML systems, large language models (LLMs), or prompt engineering
• Creative and analytical — you love breaking things methodically to make them more robust
• Strong written communication and documentation skills
• Self-directed and comfortable working asynchronously on task-based assignments
• Background in infosec, ethical hacking, or AI safety research is a strong plus
• Familiarity with open-source AI platforms or red-teaming tools is a bonus Why Join Us
• Work at the forefront of AI safety alongside top research labs and engineering teams
• Directly shape how AI systems protect users — at scale, in production
• Fully remote with complete schedule flexibility — work when and how you want
• Build deep, in-demand expertise in one of the fastest-growing domains in tech
• Ongoing contract potential with opportunities for expanded scope and responsibility
• Join a global community of experts making AI more trustworthy for everyone

📌 AI Security Tester (Toronto)
🏢 Alignerr
📍 Toronto