Freelancer - AI Red Team Experts

Alice; United States; Remote; USD 140,000 - 210,000; Full time

Job summary

Alice.io is seeking a Security Red Team Specialist focused on Generative AI models. You will analyze AI systems, run targeted tests, and identify weaknesses to help clients secure their AI deployments.

Work is on-demand and project-based, with high-impact interventions for elite clients. You will report findings to senior management and help shape rigorous security strategies for cutting-edge AI technologies.

Qualifications

• Proven experience in AI vulnerabilities analysis.
• 5+ years of Web Penetration testing experience.
• Excellent analytical, problem‑solving, and communication skills.

Responsibilities

• Conduct sophisticated simulated attacks on generative AI models and environments to uncover vulnerabilities.
• Evaluate security posture of AI models and infrastructure, identifying weaknesses and threats.
• Perform thorough risk analysis to determine impact and prioritize mitigation.
• Collaborate with dev and security teams to develop mitigation strategies.
• Stay up-to-date on AI security trends and apply innovative testing methods.
• Maintain detailed documentation of red team activities, findings, and recommendations.

Skills

AI vulnerabilities analysis

Generative AI security

Web Penetration testing

Communication skills

Team collaboration

Python

NodeJS

Education

Bachelor's or Master’s in Computer Science or related field

Tools

OSWE

SEC542

Job description

Alice.io (formerly known as ActiveFence) is a leading trust, safety, and security company. Just like ‘Alice’ herself, we go down the rabbit hole into the emerging world of AI and focus on safeguarding these technologies. In a world where AI has fundamentally changed the nature of risk, Alice offers coverage across the entire AI lifecycle.

We're currently on the ground floor of an exciting new initiative: building an \"Elite Collective\" of the world's premier cyber specialists—high-stakes, project-based work for the \"best of the best\" red-teamers in the industry.

Work is on-demand and project-dependent, scaling up and down based on the needs of the client. This is not a high-volume, repetitive role; it is an opportunity to be tapped for specific, high-impact interventions when your unique expertise is required.

The most sophisticated technology challenges in the world are waiting down the rabbit hole. We’re looking for the sharpest minds to help us secure the frontier.

About the position:

As one of Alice’s Security Red Team Specialists, you’ll focus on Generative AI Models.You will play a critical role in enhancing the security and integrity of our cutting-edge AI technologies.

Your primary responsibility will be to conduct analysis and testing of our generative AI systems, including but not limited to language models, image generation models, and any related infrastructure.

Your objective is to help clients secure their AI models and frameworks by identifying weaknesses, assessing risks, and providing clear steps for improvement.

Key Responsibilities

• Simulated Cyber Attacks: Conduct sophisticated and comprehensive simulated attacks on generative AI models and their operating environments to uncover vulnerabilities.
• Vulnerability Assessment: Evaluate the security posture of AI models and infrastructure, identifying weaknesses and potential threats.
• Risk Analysis: Perform thorough risk analysis to determine the impact of identified vulnerabilities and prioritize mitigation efforts.
• Mitigation Strategies: Collaborate with development and security teams to develop effective strategies to mitigate identified risks and enhance model resilience.
• Research and Innovation: Stay abreast of the latest trends and developments in AI security, ethical hacking, and cyber threats. Apply innovative testing methodologies to ensure cutting‑edge security practices.
• Documentation and Reporting: Maintain detailed documentation of all red team activities, findings, and recommendations. Prepare and present reports to senior management and relevant stakeholders.

Requirements

Must-Have:

• Proven experience in AI vulnerabilities analysis
• Strong understanding of AI technologies and their underlying architectures, especially generative models and agentic frameworks.
• At Least 5 years of experience in Web Penetration testing.
• Excellent analytical, problem-solving, and communication skills.
• Ability to work in a fast‑paced, ever‑changing environment.

Nice-to-Have:

• Proficiency in Python or NodeJS
• Advanced Certifications in offensive cybersecurity (e.g. OSWE, OSCE3, SEC542, SEC522) are highly desirable.
• Familiarity with agentic frameworks and agentic development experience
• Bachelor’s or Master’s degree in Computer Science, Information Security, or a related field.
• Proven records for vulnerability disclosure, such as CVE

All applicants will be required to complete a screening exam and background check.

About Alice

THE CHALLENGES ALONG THE WAY

1. Being Both Strategist and Executioner

One of the hardest parts of this role is that you’re both the visionary and the builder; the one drawing the mapandpaving the road.
That means switching between high‑level strategy and hands‑on experimentation daily, and doing it while bringing others along with you. There’s no playbook for this kind of work. You’re paving an unpaved road, one small experiment at a time.

2. Balancing Security and Innovation

ActiveFence is the leading provider of security and safety solutions for online experiences, safeguarding more than 3 billion users, top foundation models, and the world’s largest enterprises and tech platforms every day.
As a trusted ally to major technology firms and Fortune 500 brands that build user‑generated and GenAI products, ActiveFence empowers security, AI, and policy teams with low‑latency Real‑Time Guardrails and a continuous Red Teaming program that pressure‑tests systems with adversarial prompts and emerging threat techniques. Powered by deep threat intelligence, unmatched harmful‑content detection, and coverage of 117+ languages, ActiveFence enables organizations to deliver engaging and trustworthy experiences at global scale while operating safely and responsibly across all threat landscapes.