Remote AI Safety & Red Teaming Architect

Weekday AI; United States; Remote; USD 69,000 - 124,000; Full time

Job summary

Weekday AI is seeking an experienced AI Safety & Red Teaming Specialist to evaluate and strengthen the safety, security, and robustness of next-generation AI systems. This remote contractor role focuses on adversarial AI, LLM security, and safety testing to reveal vulnerabilities and improve resilience.

Responsibilities include designing evaluation methodologies, building regression test suites, and delivering clear technical reports for diverse stakeholders. 2+ years in the field is required.

Qualifications

• 2+ years of experience in AI Safety, Adversarial Machine Learning, LLM Red Teaming, AI Security, or a related field.
• Hands-on experience researching, testing, or identifying vulnerabilities involving prompt injection, ethical jailbreaks, adversarial attacks, or tool-use exploitation.
• Strong understanding of modern LLM architectures, prompt engineering, and AI safety evaluation methodologies.
• Experience developing structured security assessments, regression testing frameworks, and adversarial evaluation strategies.
• Excellent analytical, documentation, and communication skills with the ability to explain complex technical findings clearly.
• Ability to collaborate effectively within cross-functional technical teams.

Responsibilities

• Design and implement advanced evaluation methodologies for AI system safety, including ethical jailbreak testing, prompt injection detection, LLM red teaming, and tool-use abuse scenarios.
• Develop cross-domain adversarial testing strategies to uncover complex, multi-turn attack patterns and model vulnerabilities.
• Build, maintain, and enhance regression test suites to continuously assess jailbreak susceptibility and prompt injection risks.
• Create comprehensive evaluation frameworks that simulate real-world adversarial threats to improve AI robustness and reliability.
• Collaborate with technical teams to translate security findings into actionable recommendations for AI safety improvements.
• Document testing methodologies, findings, and best practices through clear technical reports and presentations for both technical and non-technical stakeholders.

Skills

AI Safety

LLM Red Teaming

Prompt Injection

Adversarial ML

Education

Master's or PhD in CS/Cybersecurity/ML/AI

Tools

AI evaluation frameworks

Job description

Weekday AI is seeking an experienced AI Safety & Red Teaming Specialist to evaluate and strengthen the safety, security, and robustness of next-generation AI systems. This remote contractor role focuses on adversarial AI, LLM security, and safety testing to reveal vulnerabilities and improve resilience.

Responsibilities include designing evaluation methodologies, building regression test suites, and delivering clear technical reports for diverse stakeholders. 2+ years in the field is required.