Senior Cyber Security Specialist (Offensive Security)
About the role
Senior Cyber Security Specialist (Offensive Security) Location: Remote (Canada) Experience: 10+ Years Employment Type: Full-time / Contract
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
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. 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 experience in penetration testing, red teaming, or offensive security Strong knowledge of OWASP Top 10, ASVS, WSTG, and NIST 800 Experience with Burp Suite, Nmap, Nessus, Metasploit Experience with SAST and DAST testing Exploit development experience in C, C++, Java, or C# Strong Linux/Unix and Windows administration skills Ability to validate findings and reduce false positives Experience with secure SDLC and engineering collaboration
Not the right fit? Search for Cyber Security Specialist jobs in Canada
About Trident Staff
Trident Staff is an Alberta-based Canadian talent partner supporting enterprise and consulting-led environments across Canada and the United States.
We deliver high-quality, pre-vetted talent across IT, FinTech, Cloud, Data, AI/GenAI, Engineering, Sales, GTM, HR, Finance, Operations, and Accounting functions.
Working with both direct enterprise clients and partner networks, we align with MSP/VMS programs and consulting-led delivery models—acting as a flexible extension of talent and delivery teams. We support day-to-day hiring, ongoing delivery, and project-based needs where additional capacity or specialized skill sets are critical to meeting timelines.
Our solutions span contract, contract-to-hire, and permanent placements, enabling organizations to scale efficiently while maintaining speed, quality, and seamless integration into existing frameworks.
We support key industries including Energy, Oil & Gas, Manufacturing, Healthcare, Financial Services, Retail, and Technology.
Built on responsiveness, precision, and a partnership-first approach, Trident Staff helps organizations grow without adding operational complexity through agile and consistent delivery.
Similar Jobs
Senior Cyber Security Specialist (Offensive Security)
About the role
Senior Cyber Security Specialist (Offensive Security) Location: Remote (Canada) Experience: 10+ Years Employment Type: Full-time / Contract
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
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. 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 experience in penetration testing, red teaming, or offensive security Strong knowledge of OWASP Top 10, ASVS, WSTG, and NIST 800 Experience with Burp Suite, Nmap, Nessus, Metasploit Experience with SAST and DAST testing Exploit development experience in C, C++, Java, or C# Strong Linux/Unix and Windows administration skills Ability to validate findings and reduce false positives Experience with secure SDLC and engineering collaboration
Not the right fit? Search for Cyber Security Specialist jobs in Canada
About Trident Staff
Trident Staff is an Alberta-based Canadian talent partner supporting enterprise and consulting-led environments across Canada and the United States.
We deliver high-quality, pre-vetted talent across IT, FinTech, Cloud, Data, AI/GenAI, Engineering, Sales, GTM, HR, Finance, Operations, and Accounting functions.
Working with both direct enterprise clients and partner networks, we align with MSP/VMS programs and consulting-led delivery models—acting as a flexible extension of talent and delivery teams. We support day-to-day hiring, ongoing delivery, and project-based needs where additional capacity or specialized skill sets are critical to meeting timelines.
Our solutions span contract, contract-to-hire, and permanent placements, enabling organizations to scale efficiently while maintaining speed, quality, and seamless integration into existing frameworks.
We support key industries including Energy, Oil & Gas, Manufacturing, Healthcare, Financial Services, Retail, and Technology.
Built on responsiveness, precision, and a partnership-first approach, Trident Staff helps organizations grow without adding operational complexity through agile and consistent delivery.