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Senior Cyber Security Specialist- Offensive Security

Company

Trident Staff

Location

Toronto, AB

Posted

June 29, 2026

Position Overview

This is a remote position. Senior Cyber Security Specialist-Offensive Security Location: Remote (Canada) Experience: 10+ Years Employment Type: Full-time / Contract Job Summary We are seeking a Senior Cyber Security Specialist (Offensive Security) to lead penetration testing and red team assessments across enterprise applications, APIs, cloud, and modern platforms. Required Certification (Mandatory) OSCP OR OSEP OR OSCE OR GPEN OR GWAPT Preferred Cloud security experience (AWS / Azure / GCP) Scripting for automation (Python / Bash / PowerShell) Exposure to DevSecOps and AI/LLM security testing Responsibilities Perform advanced penetration testing and red team exercises Identify, validate, and exploit security vulnerabilities Conduct manual security testing across web, API, mobile, and cloud Develop proof-of-concept exploits where required Work with engineering teams on remediation and secure SDLC Provide clear technical risk analysis and reporting Required Skills 10+ years of hands-on ...

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