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Senior AI Penetration Tester role at BMO – secure AI, LLMs, and GenAI platforms across enterprise.
Remote, EST/CST, with competitive salary $103k–$192k, impactful cybersecurity career.
Application Deadline
10/29/2026
Address
VIRTUAL59 - REMOTE/TELETRAVAIL - ON - BMO
Job Family Group
Technology
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'll play a key role in building and advancing 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.
In this highly visible role, you'll partner with cybersecurity leaders, engineers, architects, data scientists, and AI governance teams to identify emerging risks, develop innovative testing methodologies, and influence how AI security practices evolve across the enterprise.
What Makes This Role Unique?
Build something new: Help create and mature a first-of-its-kind AI Security Testing capability within BMO's Security Testing Team.
Work with emerging technology: Evaluate LLMs, AI agents, GenAI platforms, and machine learning systems using cutting‑edge adversarial testing techniques.
Drive enterprise impact: Shape security outcomes for some of the bank's most strategic AI initiatives before they reach production.
Create the future of AI testing: Design and develop new AI adversarial testing methodologies that become part of BMO's long‑term security testing strategy.
Expand your expertise: Lead security testing exercises, conduct AI threat research, and simulate emerging attack techniques targeting AI systems.
Work alongside experts: Collaborate with leading security practitioners, AI engineers, architects, and governance teams to solve complex security challenges.
Flexible remote work: Work remotely within EST or CST time zones.
This role offers a rare opportunity to help define an emerging cybersecurity discipline while building expertise that is becoming increasingly critical across the industry. You'll have the opportunity to influence how AI is securely adopted at scale within one of North America's leading financial institutions.
If you're passionate about offensive security, AI, and pushing the boundaries of what security testing can accomplish, this is a unique opportunity to help define the future of AI security at BMO.
Work remotely in Canada within EST or CST time zones.
KEY Responsibilities:
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.
CORE Skills :
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.
Additional Information :
Provides analysis and reporting services in support of businesses/groups and BMO overall. Builds relationships and liaises with stakeholders to understand problems and opportunities and recommends solutions to enable the organization to meet its goals. Analyzes data and creates documents and plans in service of informing, advising, or updating internal stakeholders. Ensures that requirements map to a real business need, are approved by all relevant stakeholders, and meet essential quality standards. Participates or conducts user acceptance testing to ensure that changes made are in alignment with business requirements. Provides great customer service in support of the information security processes, applications and infrastructure.
Provides strategic input into business decisions as a trusted advisor.
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Qualifications:
Typically 7+ years of relevant experience and a post‑secondary degree in Information Security, Computer Science, Engineering, Information Systems, Business or in a related field of study or an equivalent combination of education and experience.
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Salary :
$103,200.00 - $192,000.00
Pay Type:
Salaried
Pay Type: Salaried
About Us
At BMO we are driven by a shared Purpose: Boldly Grow the Good in business and life. It calls on us to create lasting, positive change for our customers, our communities and our people. By working together, innovating and pushing boundaries, we transform lives and businesses, and power economic growth around the world.
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BMO is committed to an inclusive, equitable and accessible workplace.
BMO is committed to an inclusive, equitable and accessible workplace. By learning from each other’s differences, we gain strength through our people and our perspectives. Accommodations are available on request for candidates taking part in all aspects of the selection process. To request accommodation, please contact your recruiter.
Note to Recruiters
BMO does not accept unsolicited resumes from any source other than directly from a candidate. Any unsolicited resumes sent to BMO, directly or indirectly, will be considered BMO property. BMO will not pay a fee for any placement resulting from the receipt of an unsolicited resume. A recruiting agency must first have a valid, written and fully executed agency agreement contract for service to submit resumes.