Senior Advisor, Full-Scope Cross-Sector Intrusion Testing

Relevance; Montreal; Hybrid; CAD 120,000 - 180,000; Full time

Benefits offered by this job

Competitive salary

4 weeks of flexible vacation

Defined benefit pension plan

Group insurance including telemedicine

Reimbursement of health and wellness

Job summary

Desjardins Group is seeking a Senior Advisor to join the full-scope Cross-Sector Intrusion Testing Team. The role focuses on high-impact offensive security mandates, threat analysis, and coordinating with cyber defense, development, architecture and operations teams in a hybrid Montreal setting.

You will lead offensive engagements, design methodologies, and mentor colleagues while aligning projects with strategic security goals.

Qualifications

• Bachelor’s degree in IT or related field.

Responsibilities

• Leverage advanced penetration techniques and expert knowledge in network security, web applications, source code analysis and identity management.

Education

Bachelor’s degree in IT or related field

8+ years of penetration testing experience

Source code and security configuration analysis

Software development experience

Clear communication in plain language

Advanced proficiency in French

Proficiency in English

Knowledge of AI technologies

Offensive security in CI/CD and web/mobile apps

Windows and Linux security hardening

Understanding attack chains across offensive, preventive and detection

Tools

CI/CD tooling

Job description

The Attack Simulation Offensive Security Department is looking for a senior advisor to join the full-scope Cross-Sector Intrusion Testing Team. This team simulates scenarios involving high-impact attacks on the organization. The team works without a fixed scope so it can better identify the most efficient ways to run through defined scenarios, with mandates running from one to three months. In this role, you will collaborate closely with teams focused on cyber defence, internal threats, development, architecture and continuous delivery. You’ll assess cybersecurity risks from different angles and help to build the organization’s defensive capacity. As a senior advisor, full-scope cross-sector intrusion testing, you help identify, analyze and mitigate threats to Desjardins Group’s systems, networks and apps. You plan for new threats based on the development of offensive techniques and threat actors. You will serve as an expert leader in carrying out high-impact strategic offensive mandates and will play an influential role with everyone involved to help implement the proposed recommendations. You make recommendations on the development and execution of projects and initiatives with a high degree of operational and conceptual complexity. There will be a number of initiatives to align and coordinate, and interpersonal savvy is therefore essential. More specifically, you will be required to:

• Leverage advanced penetration techniques, expert knowledge in network security, web applications, source code analysis, corporate controls and identity management
• Identify and exploit system vulnerabilities or weaknesses in a rigorous and ethical manner, demonstrating creativity and innovation
• Act as an offensive security expert to support, advise and catalyze change to strengthen Desjardins Group’s protection against cyberattacks
• Design, develop, implement and document effective, adapted and precise methodologies and tools, while mitigating the risks associated with their execution
• Demonstrate autonomy and initiative in updating your technical skills and knowledge related to offensive security expertise, in line with emerging needs, to actively guide and influence change
• Strategically monitor threats in your area of expertise to help proactively identify emerging security issues
• Communicate offensive security activity results clearly and accurately, explaining the information in plain language so that all key players understand the risks and take the necessary actions
• Contribute to the support, development and mentorship of colleagues and key players, both technically and in raising awareness and understanding of threats that the organization seeks to prevent.

What we offer*

• Competitive salary and annual bonus
• 4 weeks of flexible vacation starting in the first year
• Defined benefit pension plan that provides predictable, stable income throughout retirement
• Group insurance including telemedicine
• Reimbursement of health and wellness expenses and telework equipment

* Benefits apply based on eligibility criteria.

#LI-Hybrid

What you bring to the table

• Bachelor’s degree in IT or a related field
• A minimum of eight years of relevant experience conducting penetration tests on a variety of complex systems
• Please note that other combinations of qualifications and relevant experience may be considered
• Experience analyzing source code and configuration within a security context
• Experience in software development
• Expertise in communication and plain-language explanations for both technical and non-technical audiences
• Advanced proficiency in French, both oral and written
• Intermediate advanced proficiency of English, both oral and written due to the nature of the duties or work tools or because the position involves interactions with English-speaking partners, members and/or clients
• Knowledge of how to use artificial intelligence technologies
• Offensive knowledge related to CI/CD environments and web or mobile applications
• Knowledge of Windows and Linux operating system security (hardening and attacks)
• Knowledge of attack chains and the interaction between offensive, preventive and detection mechanisms

Action oriented, Collaborates, Customer Focus, Innovation, Interpersonal Savvy, Strategic mindset

Equity, Diversity, Inclusion and Accessibility

At Desjardins, we believe in equity, diversity and inclusion. We're committed to welcoming, respecting and valuing people for who they are as individuals, learning from their differences, embracing their uniqueness, and providing a positive workplace for all. At Desjardins, we have zero tolerance for discrimination of any kind. We believe our teams should reflect the diversity of the members, clients and communities we serve.

If there's something we can do to help make the recruitment process or the job you're applying for more accessible, let us know. We can provide accommodations at any stage in the recruitment process. Just ask!

Trade Union (If applicable)

Job Family

Security (FG)

Unposting Date

2026-11-26