Senior Red Team Operator, Adversary Emulation

Posted 4 hours ago

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About the role

  • Senior Red Team Operator executing Red Team and Purple Team operations in Canada. Delivering scenario-driven operations in a continuously evolving cybersecurity landscape.

Responsibilities

  • Execute Red Team operations, Purple Team exercises, and hypothesis-led engagements in mature production environments
  • Lead projects end-to-end from scoping and proposal writing, through execution, reporting, and stakeholder debriefs
  • Develop offensive capabilities: exploit development, novel C2 channels, automation, and more
  • Mentor and provide technical guidance to junior team members
  • Help evolve and improve team processes and service offerings

Requirements

  • 3+ years in cybersecurity, with Red Team or penetration testing experience
  • Strong track record executing attacks against Microsoft Active Directory / Entra ID
  • Experience running social engineering campaigns
  • Proficiency in evading EDRs
  • Strong written and verbal communication skills
  • Ability to explain complex technical topics to non-technical audiences
  • Strong technical report writing experience
  • Deep understanding of offensive techniques including OSINT collection and operationalization
  • Building and managing C2 infrastructure
  • Social engineering tactics
  • Exploitation across operating systems and applications
  • Lateral movement and privilege escalation in Windows AD, Entra ID, Windows OS, and macOS
  • Evasion techniques for AV and EDR
  • One or multiple industry-recognized certifications: OSCP, OSWP, CRTO, etc.

Benefits

  • A comprehensive Total Rewards Program including bonuses and flexible benefits
  • Competitive compensation
  • Commissions
  • Stock where applicable
  • Access to a dedicated annual training budget
  • Frequent private team training sessions

Job type

Full Time

Experience level

Senior

Salary

Not specified

Degree requirement

Bachelor's Degree

Tech skills

Cyber SecurityMacOS

Location requirements

OnsiteTorontoCanada

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