AI Red Team Lead Engineer

Jobtailor; Illinois; On-site; USD 180,000 - 240,000; Full time

Job summary

Jobtailor is seeking a senior security leader in Illinois to run AI red team operations across foundation and custom models, deployment environments, and data governance controls.

You will design AI threat emulation aligned to real adversaries, develop offensive tooling, and collaborate with cross-functional teams to validate controls and improve defenses. Strong communication and leadership are required.

Qualifications

• Extensive red team experience in AI systems and offensive tooling.
• Experience testing or securing AI/ML systems, incl. LLMs or models.
• Strong communication, leadership and analytical skills.
• Ability to translate research into operational tooling.
• Willingness to work at a U.S. Bank location three+ days per week.

Responsibilities

• Lead AI Red Team operations across foundation and custom models and deployment environments.
• Design and execute AI threat emulation aligned to real adversaries and emerging attack techniques.
• Develop and maintain custom AI red team tooling and automation.
• Perform security research into AI attack techniques and model vulnerabilities.
• Collaborate with detection, engineering, and governance teams on validation activities.
• Contribute to AI security standards, testing guidance, and program strategy.
• Mentor red team engineers and provide technical leadership.
• Own design, execution, and reporting of AI-focused red team exercises.
• Identify and communicate AI risks and business impact.

Skills

AI Red Team Operations

AI Threat Models

Adversary Emulation

Python Programming

Custom Offensive Tooling

Education

Bachelor's degree, or equivalent work experience

Tools

EDR/XDR

API Protections

AI Platforms

Automation Frameworks

Evaluation Pipelines

Job description

Lead AI Red Team operations targeting foundation and custom models, model deployment environments, training/evaluation/inference pipelines, and data ingestion, labeling, and governance controls
Design and execute AI-specific threat emulation aligned to real-world adversaries, misuse scenarios, and emerging attack techniques
Develop and maintain custom AI red team tooling, frameworks, and automation
Perform security research into emerging AI attack techniques, model vulnerabilities, and defensive gaps
Partner with detection, engineering, and governance teams on purple-team and control validation activities
Contribute to AI security standards, testing guidance, and program strategy
Mentor and provide technical leadership to red team engineers
Own the design, execution, and reporting of AI-focused red team operations, adversarial testing, and threat emulation exercises
Identify, validate, and communicate AI-related risks and articulate business impact

Requirements

• Bachelor's degree, or equivalent work experience
• Eight plus years of relevant experience
• Thorough understanding of applicable information security systems, policies, and procedures
• Effective communication, presentation, leadership, problem-solving, and analytical skills
• Proven collaboration and influencing skills
• Hands-on experience testing or securing AI/ML systems, including LLMs or other model classes
• Knowledge of AI threat models and attack techniques, including prompt injection, model extraction, training data poisoning, inference abuse, and hallucination exploitation
• Familiarity with AI platforms and tooling, including model APIs, orchestration frameworks, and evaluation pipelines
• Significant red team experience, including adversary emulation and multi-stage attack chains
• Proven skill developing proof-of-concept exploits and custom offensive tooling
• Strong understanding of red team and offensive AI techniques and tooling
• Expertise defeating or bypassing endpoint and AI-adjacent security controls, including EDR/XDR, API protections, and guardrails
• Experience with cloud, containerized, and AI-hosting environments
• Proficiency in one or more of Python, PowerShell, Go, C/C++, or Shell
• Ability to translate research into operational tooling
• Exceptional written and verbal communication skills
• Ability to work from a U.S. Bank location three or more days per week
• Ability to comply with U.S. Bank policies and procedures, including the Code of Ethics and Business Conduct and workplace conduct and safety policies

Core Competencies

Demonstrates expertise in AI Red Team operations, including threat emulation, model security, and risk communication. Proficient in developing custom tooling and frameworks while collaborating with cross-functional teams to enhance AI security standards.

Highest-signal resume keywords

• AI Red Team Operations
• AI Threat Models
• Adversary Emulation
• Python Programming
• Custom Offensive Tooling

ATS Optimization Keywords

Hard Skills

• AI/ML System Security
• Model Vulnerability Assessment
• Proof-of-Concept Exploits
• Red Team Techniques
• Threat Emulation
• Model APIs
• Orchestration Frameworks
• Cloud Environments
• Containerized Environments
• Endpoint Security Bypass

Soft Skills

• Effective Communication
• Leadership
• Problem-Solving
• Analytical Skills
• Collaboration

Industry Keywords

• Information Security
• AI Security Standards
• Model Deployment
• Data Governance
• Emerging Attack Techniques

Tools & Technologies

• EDR/XDR
• API Protections
• AI Platforms
• Automation Frameworks
• Evaluation Pipelines