AI Penetration Tester

🕒 July 30

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Logo of BMO

BMO

10,000+ employees

🏦 Banking

💸 Finance

🔥 Funding within the last year

💰 $142.9M Post IPO debt on 2025-11

Banking • Finance

BMO is the Bank of Montreal, a major Canadian financial institution that provides retail and commercial banking services in Canada and the United States. The provided site text highlights separate Canadian and U. S. banking experiences and bilingual (English/French) support, indicating a consumer-facing bank serving individuals and businesses across North America.

📋 Description

• 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

🎯 Requirements

• Typically 7+ years of relevant experience • Post-secondary degree in Information Security, Computer Science, Engineering, Information Systems, Business or related field or equivalent combination of education and experience • Multiple Information Security certifications from a well-recognized institution (e.g. (ISC)2, ISACA, SANS) • 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

🏖️ Benefits

• Health insurance • Tuition reimbursement • Accident and life insurance • Retirement savings plans

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