Senior Security Engineer, Agentic AI

About the role

Trail of Bits seeks a Senior Security Engineer specializing in Agentic AI Security for our Software Assurance team. You will discover and exploit novel vulnerabilities in agentic AI systems—finding the breaks before your clients do. You'll develop sophisticated prompt injection attacks, test agent orchestration weaknesses, and identify real-world failure modes in LLM tool use, training data pipelines, and guardrail mechanisms.

Responsibilities

• Conduct comprehensive application security assessments of agentic AI pipelines, tools, and frameworks for leading companies and labs.
• Examine vulnerabilities in model architectures, guardrails, and deployment infrastructure while developing mitigation strategies.
• Develop and share novel prompt injection techniques targeting agentic workflows, including indirect injection via tool outputs, multi-turn manipulation, and cross-agent exploitation.
• Produce actionable attack libraries and defensive countermeasures for client engagements.
• Conduct security assessments of client code bases using a combination of static analysis, dynamic testing, and manual code review, identifying vulnerabilities and developing mitigation strategies, with a focus on findings at the intersection of application security and Agentic AI security.
• Conduct threat modeling and risk assessments to proactively identify potential risks for clients and develop mitigation strategies for future prevention, with particular attention to prompt injection attack surfaces in agentic orchestration layers.
• Work with leading industry teams to review system code and architecture, and help assure their products through system analysis and modeling.
• Develop and contribute to AI regulatory frameworks, establishing assurance methods and auditing processes for mission-critical AI applications while ensuring alignment with emerging industry standards and safety requirements.

Requirements

AI Security Expertise: Demonstrated interest and experience in agentic AI security, with demonstrated ability to identify and mitigate AI-specific vulnerabilities across complex systems, including hands-on experience with prompt injection attacks and defenses.

Technical AI Knowledge: Deep understanding of AI/ML architectures, frameworks (PyTorch, JAX, LangChain, RAG systems, etc.), and MLOps practices, combined with robust security engineering expertise.

Application Security Skills: Track record of conducting technical security assessments of software, including software and system hardening, security policy analysis, and implementing effective security measures.

Prompt Injection Proficiency: Practical experience designing and executing prompt injection workflows against production LLM systems, agentic pipelines, and tool-use environments, including familiarity with emerging taxonomies and mitigation approaches.

Programming Proficiency: Strong knowledge of multiple programming languages such as Rust, Go, Kotlin, Swift, Objective-C, JavaScript/TypeScript, Python, Ruby, C and/or C++ for both security analysis and tool development.

Adverserial Mindset: A creative and adversarial mindset, with a passion for discovering novel attack vectors and understanding how systems work across many layers of abstraction.

Communication Skills: Ability to effectively communicate complex security concepts to diverse stakeholders and deliver clear, actionable recommendations.

Qualifications

• Master’s degree in Computer Science, Information Security, or a related field.
• At least 5 years of experience in security engineering or related fields.
• Experience with agentic AI systems and frameworks.
• Strong understanding of ML/AI principles and security best practices.
• Experience with security assessment tools and methodologies.
• Ability to work independently and manage multiple projects simultaneously.

Skills

• Agentic AI Security
• Prompt Injection Attacks
• Threat Modeling
• Security Assessments
• AI Regulatory Frameworks

Benefits

• Competitive salary ranging from $100,000 to $220,000 excluding benefits and potential bonuses.
• Performance-based bonuses.
• Comprehensive fully company-paid insurance packages, including health, dental, vision, disability, and life.
• A solid 401(k) plan with a 5% match of your base salary.
• 40 hours of paid vacation with flexibility for more, adhering to jurisdictional regulations.
• 4 months of parental leave to cherish the arrival of new family members.
• $1,000 Working-from-Home stipend to create a comfortable and productive home office.
• An annual $750 Learning & Development stipend for continuous personal and professional growth.
• Company-sponsored all-team celebrations, including travel and accommodation, to foster community and recognize achievements.
• Philanthropic contribution matching up to $2,000 annually.