Contractor, Offensive Security Specialist

3 days ago

Toronto, Ontario, Canada Alquemy Full time $90,000 - $120,000 per year

Job Description

Our client is seeking a highly technical Contractor, Offensive Security Specialist to join their team. This role involves simulating real-world cyberattacks to identify vulnerabilities in our systems, networks, and applications, and providing recommendations to strengthen security. The ideal candidate has hands-on experience in penetration testing, red team operations, and adversary emulation.

KEY RESPONSIBILITIES:

  • Penetration Testing: Conduct ethical hacking on web applications, networks, and systems. Perform vulnerability and risk assessments, develop manual and automated testing procedures (black-box/white-box), and provide detailed reports with remediation recommendations.
  • Red/Purple Team Operations: Execute red teaming exercises to simulate advanced threats (APTs), evading security controls and testing incident response. Perform social engineering and develop advanced adversary tactics (exploitation, lateral movement, data exfiltration).
  • Collaboration: Work with IT and development teams to implement security best practices. Communicate technical findings and actionable recommendations to all stakeholders.

REQUIRED SKILLS & QUALIFICATIONS:

  • Proven experience in offensive security or ethical hacking in an enterprise environment.
  • Strong understanding of networking, operating systems (Windows, Linux), web application architectures, and cloud security.
  • Expertise in offensive security tools, exploiting common vulnerabilities (e.g., OWASP Top 10), and the latest attack vectors.
  • In-depth knowledge of penetration testing methodologies (e.g., OSCP, PTES).
  • Familiarity with scripting, automation, and security/compliance frameworks (NIST, PCI-DSS). Experience with cloud/OT/ICS attacks is highly desirable.

DESIRABLE:

  • Certifications: Offensive Security Certified Professional (OSCP), Certified Red Team Professional (CRTP), GIAC Penetration Tester (GPEN), Certified Expert Penetration Tester (CEPT), or Certified Incident Handler (GCIH).
  • Soft Skills: Strong problem-solving, attention to detail, communication, and adaptability.

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