Pentester, Offensive Forward Deployment Engineer - Montreal

About Mistral

Mistral provides full-stack AI solutions: from frontier models to developer tools, applications, and compute. We partner with enterprises tackling the hardest problems—across high-stakes industries like finance, manufacturing, defense, healthcare, and the public sector—co-creating customized AI systems that they can run on their terms. We are a dynamic, collaborative team passionate about AI and its potential to transform society. Our diverse workforce thrives in competitive environments and is committed to driving innovation. Our teams are distributed between Europe, North America, Asia and the Middle East. We are creative, low-ego and team-spirited.

Role summary

We are seeking hands-on Pentesters to join our Offensive Security team. You will be running our maturing offensive solution on real clients engagements while also hunting for vulnerabilities in Mistral's own systems and in the wild. This is a unique opportunity to break real client systems, discover 0-days for fun, and help build the AI that automates offensive security at scale. Your work will directly impact both our clients' security posture and Mistral's own defensive capabilities. You'll be at the forefront of our offensive security practice, with the chance to shape how AI transforms penetration testing. We welcome offensive security experts at all levels who are passionate about breaking systems and building the tools that make security testing more effective.

What you will do

Client Engagements

• Run our offensive security solution on real client engagements: scoping, executing tooling, and delivering results
• Triaging output and killing false positives to ensure high-quality, actionable findings for clients
• Advising clients through deployment and remediation, acting as a trusted security partner
• Travel to client premises and switch between engagements in a classic pentest consulting cadence

Internal Dogfooding

• Pentest Mistral's own systems, finding vulnerabilities before our offensive solution matures
• Hunt for vulnerabilities internally and on open-source/in-the-wild targets between client engagements
• Transfer knowledge and findings to the forming internal security team
• Act as Mistral's own first customer for our cyber harnesses

Guiding the Harness

• Use real offensive expertise to steer the cyber harness: identify vulnerabilities it should catch
• Validate and triage the harness's output, ensuring it meets the high standards of human pentesters
• Benchmark human vs. agent performance, helping to close the gap between automated and manual testing
• Contribute to the development of AI-powered offensive security capabilities

About you

• Current P0 specialty: web / AppSec + source-code review; also high-value: internal / Active Directory, cloud (AWS/GCP/Azure), CI/CD & supply chain
• Senior enough to run an engagement solo from scoping to delivery
• Uses AI in your workflow with a nuanced view of its capabilities and limitations
• Comfortable being client-facing, mobile, and switching between different engagements
• Proven track record of delivering high-quality penetration testing results
• Strong problem-solving abilities and attention to detail in vulnerability identification

It would be ideal if you also have

• Build your own offensive tooling (builder mindset that scales your impact)
• Published CVEs / GHSAs or a strong bug-bounty track record
• Conference talks, CTF achievements, or other public recognition in the security community
• Strong code review skills for multiple programming languages
• Experience with AI/ML systems and their unique security challenges
• Contributions to open-source security tools or research

What We Offer

We offer a comprehensive benefits package designed to support your well-being, growth, and work-life balance. Benefits vary by country and may include healthcare coverage, parental leave, retirement plans, relocation support, wellness programs, meal and transportation allowances, and other location-specific perks. For the most up-to-date details on benefits available in your location, please refer to our Benefits page.

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