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Be among the first dedicated AI Penetration Testers at BMO and help shape how AI systems are secured, challenged, and trusted at enterprise scale. As part of BMO's Security Testing Team, you will build and advance our AI Security Testing capability, assessing cutting‑edge AI technologies, large language models (LLMs), AI agents, and GenAI solutions before they are deployed across the organization.

• Conduct security assessments of AI systems, LLMs, AI agents, and machine learning applications.
• Perform adversarial testing, including prompt injection, jailbreaks, model manipulation, and abuse‑case testing.
• Execute application, API, and cloud security testing supporting AI‑enabled solutions.
• Develop repeatable AI security testing methodologies, tools, and automation.
• Partner with development and engineering teams to validate and remediate findings.
• Produce technical reports and executive summaries communicating risks and recommendations.
• Research emerging AI threats and attack techniques.
• Support red‑team exercises involving AI‑enabled attack scenarios.

• Advanced penetration testing experience across web applications, APIs, and cloud environments.
• Hands‑on experience assessing AI/LLM technologies, AI agents, ML models, or GenAI applications.
• Strong understanding of offensive security methodologies and adversarial attack techniques.
• Experience with Python scripting and security tool development/automation.
• Knowledge of OWASP Top 10, API Security Top 10, and emerging OWASP LLM Security risks.
• Experience performing threat modeling and security assessments.
• Strong understanding of authentication, authorization, identity, and cloud security concepts.
• Ability to clearly document findings and remediation recommendations.

• Typically 7+ years of relevant experience and a post‑secondary degree in Information Security, Computer Science, Engineering, Information Systems, Business, or a related field or equivalent combination of education and experience.
• Multiple Information Security certifications from well‑recognized institutions (e.g., (ISC)2, ISACA, SANS).
• Expertise in information security, technology, business requirements gathering, and reporting in a financial services setting.
• Data manipulation and analysis skills with the ability to collect, organize, analyze, and disseminate significant amounts of information with attention to detail and accuracy.
• Knowledge of Information Security processes, procedures, and controls.
• Understanding and problem‑solving ability of Information Security issues across the bank.
• Understanding of industry standards and frameworks, e.g., NIST Cyber Security Framework (CSF), ISO 27001 and 27002.
• Understanding of Information Security risk and regulatory requirements.
• Seasoned professional with a combination of education, experience, and industry knowledge.
• Verbal and written communication skills at an advanced level.
• Analytical and problem‑solving skills at an advanced level.
• Influence skills at an advanced level.
• Collaboration and team skills with a focus on cross‑group collaboration.
• Able to manage ambiguity.
• Data‑driven decision making at an advanced level.

$122,400.00 – $228,000.00, Salaried. Salaries may vary based on location, skills, experience, education, and qualifications. Salaries for part‑time roles will be pro‑rated. For commission roles, the salary listed is the expected target for the first year in this position.

BMO offers health insurance, tuition reimbursement, accident and life insurance, and retirement savings plans. For more details on our benefits, visit https://jobs.bmo.com/global/en/Total-Rewards.

BMO is proud to be an equal employment opportunity employer. We evaluate applicants without regard to race, religion, color, national origin, sex (including pregnancy, childbirth, or related medical conditions), sexual orientation, gender identity, gender expression, transgender status, sexual stereotypes, age, status as a protected veteran, status as an individual with a disability, or any other legally protected characteristics. We also consider applicants with criminal histories, consistent with applicable federal, state, and local law.

BMO is committed to working with and providing reasonable accommodations to individuals with disabilities. If you need a reasonable accommodation because of a disability for any part of the employment process, please send an e‑mail to BMOCareers.Support@bmo.com and let us know the nature of your request.