Penetration Tester

Why join this team? Join a team where your work goes beyond checklists protecting critical Network and Cloud environments with real business and regulatory impact. High‑impact, meaningful work Directly influence the security of Network/Cloud environments and AI solutions that support applications that matter to customers, regulators, and the business Depth over volume. Focus on deep, manual penetration testing (Network, Cloud, and AI with human in the loop)—not automated, scanner‑driven assessments. Accelerated technical growth. Work in complex, enterprise‑scale environments that expose you to advanced architectures and evolving threats. End‑to‑end ownership. Engage across the full lifecycle: scoping → testing → reporting → remediation, with visibility and influence throughout. Modern tools and techniques. Use advanced testing tools to enhance testing depth and efficiency. More meaningful engagements. Experience fewer, higher‑quality engagements versus consulting‑style, high‑volume work. Ongoing training expensed Responsibilities The Penetration Tester reports to the Sr. Manager of Network and Strategic Penetration Testing and assists with the security testing activities for BMO network, cloud, and AI technologies. The role will be responsible for the execution and coordination of ethical hacking to identify weaknesses and areas for improvement. Penetration Testing – Assists in delivery of security testing projects according to a structured process, to include writing test reports. This may include oversight and/or execution of the configuration and deployment of security testing software and application of results to security analysis. Assists with the execution of highly technical/analytical security assessments of Active Directory environments, network infrastructure, cloud environments, and AI technologies, including manual, custom and industry known attack methods using a risk-based intelligence‑led methodology. Identifies potential misuse scenarios. Advises on secure development practices. Subject Matter Expertise – Provides technical leadership to business areas as a Security Testing subject matter expert. Assists with efforts on the execution of security testing operations to include pre‑engagement (scoping), engagement (testing) and post‑engagement activities (reporting). Information Security Risk Management – Works with leadership to mature security testing team capabilities including reporting and remediation guidance in alignment with local and global regulatory requirements. Identifies security gaps and deficiencies by conducting risk assessments; able to recommend corrective action of identified vulnerabilities and weaknesses. Assists with the execution of planning, testing, tracking, and advises on necessary risk acceptance for identified security risks. Team Leadership – Assists security testing activities aimed at exploiting vulnerabilities in order to enhance the security of BMO network, cloud, and AI technologies. Works with management and peers to foster the development of less experienced Security Testing Consultants. Performs hands‑on penetration testing for BMO overall and businesses/groups. Liaises with stakeholders to understand problems and opportunities and enables BMO to meet its goals by understanding business vision, objectives and KPIs. Provides technical consultation to business areas as a Security Testing subject matter expert. Assists with efforts on the execution of security testing operations to include pre‑engagement (scoping), engagement (testing) and post‑engagement activities. Understands and can explain to others the core processes, risks and mitigation techniques for identified security gaps. Develops and champions information security best practices, including staying abreast of industry information security and business trends through participation in professional associations. Facilitates discussions and follows a disciplined approach to plan, elicit, analyse, document, communicate and manage initiatives and issues with stakeholders by applying a variety of elicitation techniques to probe, challenge and understand associated risks. Bachelor’s degree in Information Security, Information Technology, Information Systems Management, Computer Science, Engineering or related field(s) or equivalent demonstrated work experience. Strong written and verbal skills with the ability to present complex technical observations to a non‑technical audience. Good time management skills; the ability to commit and adhere to time‑sensitive deliverables. Ability to work remotely, with or without others, take direction, and be a self‑starter that takes initiative. Key Skills Min of 3+ years experience with Manual Penetration Testing of Networks, Cloud Environments. This includes strong exposure for testing in the following areas: Active Directory Environments and associated vulnerabilities and exploitation techniques Cloud Environments and associated vulnerabilities in commonly used features utilized in large multi‑tenant and hybrid enterprise environments Strong proficiency with security testing tools and penetration testing Linux distributions such as Kali Deep practical knowledge of applying the Mitre Attack framework Ability to identify and exploit vulnerabilities in Active Directory environments and Cloud workflows as well as multi‑step attack paths. Preference for candidates who have at least one certification in a related field, with strong preference for Information security certifications from a well‑recognized institution (e.g. OSCP, OSEP, HackTheBox Cloud security testing certificates, etc). Network and Cloud architecture understanding. Proficiency in at least one scripting language. Ability in documenting reproducible steps for technical accurate findings. Experience with security testing of agentic AI solution is a plus. Experience with security testing of CI/CD pipelines is a plus. Qualifications Typically between 4 – 7 years of relevant experience and a post‑secondary degree in Information Security, Computer Science, Engineering, and/or Information Systems or a related field of study or an equivalent combination of education and experience. Preference for candidates who have at least one certification in a related field, with strong preference for Information security certifications from a well‑recognized institution (e.g. (ISC)2, ISACA, SANS). Understanding of industry standards and frameworks e.g. NIST Cyber Security Framework (CSF), ISO 27001 and 27002, Payment Card Industry (PCI) Data Security Standard (DSS), etc. – In‑depth. Experience in information security concepts and methodology. Knowledge of business analysis, project delivery practices and standards across the project lifecycle – In‑depth. Knowledge of information security processes, procedures and controls – In‑depth. Understanding of and problem solving ability for information security issues within their business group – Working. Understanding of information security risk and regulatory requirements – Working. Deep knowledge and technical proficiency gained through extensive education and business experience. Verbal & written communication skills – In‑depth. Collaboration & team skills – In‑depth. Analytical and problem solving skills – In‑depth. Influence skills – In‑depth. Data driven decision making – In‑depth. Salary $88,800.00 – $165,600.00. Pay Type: Salaried. The above represents BMO Financial Group’s pay range and type. Salaries will vary based on factors such as location, skills, experience, education, and qualifications for the role, and may include a commission structure. Salaries for part‑time roles will be pro‑rated based on number of hours regularly worked. For commission roles, the salary listed above represents BMO Financial Group’s expected target for the first year in this position. Benefits BMO also offers health insurance, tuition reimbursement, accident and life insurance, and retirement savings plans. To view more details of our benefits, visit EEO Statement 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 View email address on click.appcast.io and let us know the nature of your request and your contact information. #J-18808-Ljbffr