As of November 7, 2026, Jobsy lists 6 penetration tester jobs in Canada. The most active employers are Packetlabs, Forward Financing and Mercor. Skills often requested: penetration testing, ruby, python and communication skills.
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3+ YOEPacketlabs needs candidates with at least 3 years of penetration testing or red teaming experience across Windows, Linux, Active Directory and cloud platforms. Strong technical writing, presentation skills and offensive security certifications such as OSCP are valued.
Active Directory, Microsoft Entra ID, AWS, Microsoft Azure, Google Cloud Platform, Kubernetes
Candidates need an information security, computer science or electrical engineering background, or equivalent hands-on experience. They should have electronics skills, soldering and debug-interface experience, bench instrument skills, and Python with enough C to read embedded code.
Candidates need an OSCP or Burp certification, experience with attack proxies like Burp Suite, and solid programming knowledge. Two or more years in information security and a post-secondary degree are preferred.
Forward Financing: Forward Financing is a financial technology company based in Boston, Massachusetts with team members throughout the United States, Dominican…
5+ YOECandidates need 5+ years in application, offensive or product security, hands-on pentesting and code review across web apps, APIs and AWS, and knowledge of AI/LLM attack surfaces such as prompt injection. They should code in Ruby, Python, TypeScript or Go, understand secure SDLC, and communicate risk clearly. A bachelor's degree in computer science or equivalent experience is typical.
3+ YOECandidates need 3+ years of enterprise, MSSP, consultancy or government cybersecurity experience. Strong analytical and clear written communication skills are also required.
2+ YOECandidates need 2+ years of hands-on manual penetration testing, the ability to run engagements end to end with little oversight, and clear writing and speaking skills. A software development background in Python, .NET, Ruby or Java is required, plus eligibility to work in Canada.