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