senior offensive security and ai specialist.

Our client, a prominent leader in the Canadian technology and enterprise solutions sector, is seeking a Senior Offensive Security & AI Specialist to lead the evaluation, integration, and deployment of cutting-edge automated cybersecurity platforms. In this highly technical role, you will play a key part in shaping the future of security operations by adopting next-generation AI-driven web application pentesting tools, automated penetration testing solutions, and advanced AI Red Teaming frameworks.

Advantages
Work Location Flexibility: Fully remote or hybrid options across major Canadian hubs (Montreal, Laval, Toronto, Vancouver).

Innovation at Scale: Direct exposure to hyper-modern AI offensive security and automated threat simulation tools.

Impactful Role: Drive end-to-end deployment strategies that secure enterprise-grade environments against novel cyber threats.

Collaborative Environment: Join a dynamic team of industry-leading cybersecurity experts and technical pioneers.

Responsibilities
Lead the evaluation, architectural integration, and enterprise-wide rollout of next-generation automated penetration testing and AI Red Teaming platforms.

Architect and implement specialized AI-agent frameworks designed to automate web application vulnerability assessments and threat simulations.

Analyze technical attack vectors, networking protocols, and modern exploitation methods to fine-tune automated security toolings.

Partner with cross-functional technical teams to optimize vulnerability scanning processes and offensive security workflows.

Keep pace with emerging AI cybersecurity tools (such as XBOW-type solutions) and rapidly adapt them to match complex environment needs.

Qualifications
10+ years of hands-on technical experience in ethical hacking, Red Teaming, or offensive security operations.

Proven track record of deploying and scaling complex cybersecurity testing and vulnerability assessment platforms within enterprise settings.

Deep foundational knowledge of network architectures, protocols, security mechanisms, and automated exploitation techniques.

Demonstrated passion and adaptability for emerging AI technologies, machine-learning security agents, and autonomous pentesting tools.

Our client operates in Canada. The company takes all reasonable steps to limit the number of positions in Quebec that require knowledge of a language other than French, and only requires it when necessary and its existing bilingual employees are unable to perform these duties. Based on an assessment conducted by our client, it has been determined that this position requires candidates to be fluent in English (both spoken and written). In particular, this position will require the employee to interact with centralized internal departments (e.g., Operations / HR / Finance / Legal / Contracts / Sales) that support the organization in Canada and that do not speak French.

Summary
Location: Flexible / Remote within Canada (Montreal, Laval, Toronto, Vancouver)

Duration: Full-time permanent / Long-term contract

Role Type: Senior Technical / Offensive Security (Red Team)

Randstad Canada is committed to fostering a workforce reflective of all peoples of Canada. As a result, we are committed to developing and implementing strategies to increase the equity, diversity and inclusion within the workplace by examining our internal policies, practices, and systems throughout the entire lifecycle of our workforce, including its recruitment, retention and advancement for all employees. In addition to our deep commitment to respecting human rights, we are dedicated to positive actions to affect change to ensure everyone has full participation in the workforce free from any barriers, systemic or otherwise, especially equity-seeking groups who are usually underrepresented in Canada's workforce, including those who identify as women or non-binary/gender non-conforming; Indigenous or Aboriginal Peoples; persons with disabilities (visible or invisible) and; members of visible minorities, racialized groups and the LGBTQ2+ community.

Randstad Canada is committed to creating and maintaining an inclusive and accessible workplace for all its candidates and employees by supporting their accessibility and accommodation needs throughout the employment lifecycle. We ask that all job applications please identify any accommodation requirements by sending an email to View email address on randstad.com to ensure their ability to fully participate in the interview process. show more