Jobs · Human Resources · Illinois

Sr. Red Team Specialist

Cboe Global Markets · Chicago, IL · 3 wk ago
HybridHuman Resources$122k–$157k/yrFull-time

Role Overview

The Security Operations team is hiring a Senior Red Team Specialist. The Senior Red Team Specialist is a highly skilled individual contributor within the Security Operations organization, responsible for planning and executing advanced offensive security operations that emulate real-world adversaries and rigorously test enterprise security controls.

  • Executing adversary emulation and red team engagements aligned to real-world threat actor techniques and objectives
  • Performing hands-on offensive operations, including initial access, persistence, privilege escalation, lateral movement, and command-and-control
  • Developing, maintaining, and safely using custom red team tooling, scripts, and techniques
  • Working closely with detection and threat hunting teams to validate detections and response effectiveness during red and purple team exercises
  • Assisting in the design and execution of assumed breach scenarios and multi-stage attack chains
  • Identifying control gaps, detection blind spots, and architectural weaknesses across enterprise environments
  • Supporting incident response teams during complex investigations by providing attacker tradecraft insight
  • Producing clear, actionable reporting that translates technical findings into operationally relevant recommendations
  • Mentoring junior analysts and contributing to skills development across the security operations team

Requirements

  • 5+ years of experience in red teaming, penetration testing, or offensive security, with demonstrated hands-on impact
  • Bachelor’s degree or equivalent practical experience
  • Strong knowledge of attacker tradecraft and TTPs across modern enterprise environments
  • Hands-on experience attacking and evading controls in endpoint, identity, cloud, and hybrid infrastructures
  • Working understanding of defensive security technologies, such as EDR, SIEM, identity protection, and cloud security controls
  • Experience collaborating in purple team exercises and adapting techniques based on detection feedback
  • Strong scripting or automation skills (e.g., Python, PowerShell, Bash) to support tooling and operations
  • Familiarity with MITRE ATT&CK for mapping activity and communicating impact
  • Experience operating in regulated or large enterprise environments
  • Demonstrated ability to mentor junior analysts or contribute to internal training materials

Qualifications

  • Curiosity, adaptability, and a continuous improvement mindset

Skills

  • Experience executing threat-intelligence-informed adversary emulation, not just vulnerability-driven testing
  • A track record of helping convert red team findings into improved detections or response playbooks
  • Strong written and verbal communication skills, including technical documentation and reporting
  • High ethical standards and experience operating within defined rules of engagement

Benefits and Perks

  • Fair and competitive salary and incentive compensation packages with an upside for overachievement
  • Generous paid time off, including vacation, personal days, sick days and annual community service days
  • Health, dental and vision benefits, including access to telemedicine and mental health services
  • 2:1 401(k) match, up to 8% match immediately upon hire
  • Discounted Employee Stock Purchase Plan
  • Tax Savings Accounts for health, dependent and transportation
  • Employee referral bonus program
  • Volunteer opportunities to help you give back to your communities

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