Information Security Specialist; Information Security Specialist – AI Penetration Tester)(B3617 EVMAI
Job in
Toronto, Ontario, M5A, Canada
Listing for:
TD
Full Time
position
Listed on 2026-02-16
Job specializations:
-
IT/Tech
Cybersecurity, AI Engineer
Job Description & How to Apply Below
Position: Information Security Specialist (Information Security Specialist – AI Penetration Tester)(B3617) EVMAI
Description
:
Role Summary
The Information Security Specialist – AI Penetration Tester is responsible for conducting advanced offensive security testing across AI/ML systems, LLM integrations, GenAI platforms, and associated infrastructure. This role serves as a subject-matter expert in AI/LLM security, partnering with engineering, cyber, cloud, and architecture teams to identify vulnerabilities, improve controls, and ensure safe and compliant deployment of AI capabilities across the enterprise.
Responsibilities
AI/LLM Offensive Security & Vulnerability Testing
Conduct Penetration Tests: Design and execute comprehensive penetration tests targeting AI/ML models, LLM applications, model pipelines, retrieval systems, data agents, and AI-enabled business workflows.AI/LLM Vulnerability Analysis: Identify vulnerabilities such as jailbreaking, prompt injection, model extraction, adversarial ML attacks, data poisoning, RAG bypasses, and safety guardrail circumvention.Tooling & Automation: Evaluate and develop tooling (including internal utilities and open‑source frameworks) to automate and scale AI/LLM security testing.Security Architecture, Hardening & Risk Assessment
Assess Security Posture: Analyze training data governance, guardrail design, inference endpoints, system prompts, agent autonomy, model monitoring, and model‑ops pipelines.Risk Assessments: Perform security and safety risk analyses on new and existing AI/ML deployments, including cloud‑based services, APIs, model marketplaces, and third‑party LLM integrations.Model Supply Chain Security: Assess AI supply chain risks, dependency integrity, and alignment with enterprise standards and regulatory obligations.Documentation, Reporting & Communication
Report Findings: Deliver clear, actionable findings to both technical and non‑technical stakeholders. Produce detailed reporting including:Executive summariesTechnical proof‑of‑conceptsPrioritized remediation recommendationsStakeholder Engagement: Collaborate with Engineering, Data Science, Cloud, Cyber Defense, Architecture, and Risk to remediate findings and improve AI security posture.Governance, Standards & Continuous Improvement
Develop Best Practices: Contribute to organization-wide AI security standards, policies, control objectives, and hardening practices.Regulatory Compliance: Ensure AI penetration testing aligns with regulatory, privacy, model safety, and internal policy requirements.Continuous Learning: Maintain deep expertise in emerging AI threats, industry frameworks, evaluation methodologies, and global safety standards.Incident Response & Audit Support
Participate in AI/ML–related security incident investigations, providing subject-matter expertise on root cause analysis and exploitation methods.Support audit preparation and assist in drafting management responses, remediation plans, and risk treatment documentation.Requirements
Technical Skills
5+ years in application security or penetration testing, with hands-on experience in AI/ML environments preferred.7+ years of experience using penetration testing tools (Metasploit, Burp Suite, Nmap, Kali, etc.).Strong knowledge of AI/LLM vulnerabilities including OWASP Top 10 for LLMs, adversarial attacks, prompt injection, and model safety testing frameworks.Familiarity with scripting and automation (Python preferred), model interrogation techniques, and cloud-native AI services (Azure, AWS, GCP).Core Competencies
Strong analytical and problem‑solving abilities with high attention to detail.Excellent written and verbal communication skills for diverse stakeholder groups.Demonstrated understanding of ethical hacking principles and responsible AI use.Preferred Qualifications
Experience penetration testing AI/LLM platforms, cloud workloads, and PCI-scoped environments.Knowledge of security frameworks (NIST AI RMF, OWASP LLM/ML, ISO 42001, MITRE ATLAS).Relevant certifications: OSCP, CEH, GPEN, CISSP, or AI/ML security certifications.Experience supporting audits, compliance reviews, and incident response activities.Who We Are:
TD is one of the world's leading global financial institutions and is the fifth largest bank in North America by…
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