Senior Red Team Specialist

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Senior Red Team Specialist

 If you thrive on breaking things  responsibly  to make defenses stronger, this is a rare, deeply hands-on red team role inside a mature Security Operations organization. As a  Senior Red Team Specialist, you’ll run adversary-emulation engagements that mirror real threat actors—testing controls across endpoint, identity, cloud, SaaS, network, and application environments. You’ll work side-by-side with Detection Engineering, Threat Hunting, Incident Response, and Purple Team partners to ensure every engagement produces measurable outcomes: tighter detection coverage, faster response, and fewer blind spots.


If you thrive on breaking things  responsibly  to make defenses stronger, this is a rare, deeply hands-on red team role inside a mature Security Operations organization. As a  Senior Red Team Specialist, you’ll run adversary-emulation engagements that mirror real threat actors—testing controls across endpoint, identity, cloud, SaaS, network, and application environments. You’ll work side-by-side with Detection Engineering, Threat Hunting, Incident Response, and Purple Team partners to ensure every engagement produces measurable outcomes: tighter detection coverage, faster response, and fewer blind spots.
 

Responsibilities

  • Execute advanced red team and adversary emulation engagements  aligned to real-world attacker tactics, objectives, and multi-stage attack chains (including assumed breach scenarios).
  • Perform hands-on offensive operations end-to-end  (initial access through persistence, privilege escalation, lateral movement, and C2) across hybrid enterprise environments while adhering to rules of engagement.
  • Build, maintain, and safely use custom tooling and techniques  (scripts, payloads, automation, tradecraft improvements) to simulate realistic adversary behavior and evade controls in a controlled manner.
  • Translate offensive findings into defensive improvements  by partnering with detection/hunting/IR teams to validate coverage, identify gaps, and deliver clear reporting with actionable recommendations.

Requirements

  • 5+ years  of red teaming, penetration testing, or offensive security experience with demonstrated impact in modern enterprise environments.
  • Strong understanding of  attacker tradecraft and TTPs, plus hands-on experience operating across endpoint, identity, cloud, and hybrid infrastructure.
  • Working knowledge of  defensive tooling and operations  (e.g., EDR, SIEM, identity protection, cloud security controls) and experience collaborating in purple team exercises.
  • Ability to  plan and execute independently within defined scope, paired with high ethical standards, strong documentation/reporting skills, and clear communication.

Preferred / Nice to have

  • Threat-intelligence-informed adversary emulation (not only vulnerability-driven testing)
  • Proven track record converting red team findings into improved detections or response playbooks
  • Scripting/automation (Python, PowerShell, Bash) and familiarity with  MITRE ATT&CK
  • Experience in regulated or large enterprise environments; mentoring or internal training contributions
Salary: $143,000-156,000/yr

Location: Chicago - IL 

ZIP code:  60607

Reference: 113965

Secondary Reference:

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