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Director, Offensive Security

Canada - Remote 🌐 Remote💼 Full-time💰 $138,200–$138,200🗓 2026-07-22 → 2026-09-26

Core

Lead and evolve the offensive security program across applications, cloud environments, enterprise systems, and AI-enabled products to identify, prioritize, and reduce security risk at scale.

Role type

Director, Offensive Security (Hands-on IC with strategic leadership)

Builds

Offensive security strategy, red team operations, AI security validation programs, and vulnerability management frameworks

Domain

Cybersecurity (Offensive Security, Cloud Security, AI Security)

Deliverable

production ML models | product features | dashboards & analysis | research | client delivery | infrastructure | physical/clinical work

Required skills

Offensive security program leadership, penetration testing, red teaming, AI security testing, vulnerability management, attack surface management, secure development practices, stakeholder influence

Preferred skills

OSCP, OSWE, GXPN, GPEN, CISSP, CCSP, cloud security certifications

Technologies

Web applications, APIs, mobile, cloud environments, containers, LLMs, agentic workflows

Responsibilities

Define and execute offensive security strategy and roadmap; Lead internal and external penetration testing, red teaming, and AI security testing; Oversee web, API, mobile, cloud, and AI-enabled security testing; Drive vulnerability triage, prioritization, and remediation; Partner with engineering and product teams to integrate security into AI development lifecycle; Communicate security risks and recommendations to senior leadership

Seniority

Director, strategic leadership with hands-on technical execution

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