Sr. Red Team Specialist
Cboe · Chicago, IL ·
- Seniority
- Senior
- Category
- Security
- Experience
- 5+ years
- Visa sponsorship
- No
- Company size
- 1000+
- Salary
- USD 121,550 – 157,300 / year
Cboe · Chicago, IL ·
Building trusted markets — powered by our people
At Cboe Global Markets, we inspire our people to solve complex challenges together because what we do matters. We provide the financial infrastructure that powers the global economy. As a leading provider of market infrastructure and tradable products, Cboe delivers cutting-edge trading, clearing and investment solutions to market participants around the world.
We’re building meaningful ways to support professional and personal development while strengthening the trust we’ve earned as a global market leader. Our teams are empowered to share ideas, actively pursue them and bring on a challenge. As champions of internal mobility and access to opportunity, we encourage our people to “go for it” and equip our managers with the training to coach their teams to the next level. We strive to provide employees a safe space to network, share ideas and create opportunities.
To support strong partnership and team connection, this role follows a four day in office work model.
Location Overview
Cboe HQ is located in the historic Old Post Office district, it’s a landmark that blends classic architecture with modern amenities. The building features expansive spaces with high ceilings and large windows, offering an abundance of natural light and panoramic views of the city skyline and the Chicago River.
With its prime location in the heart of downtown, the OPO Building provides easy access to major transportation hubs, including Union Station and multiple CTA lines, making it convenient for commuters. The building is home to a variety of amenities, including restaurants, a fitness center, and collaborative workspaces, creating a vibrant and dynamic work environment in one of Chicago's most iconic areas.
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. This role is deeply technical and hands‑on, with active engagement across endpoint, identity, cloud, SaaS, network, and application environments.
This position partners closely with Detection Engineering, Threat Hunting, Incident Response, and Purple Team functions to ensure red team engagements drive measurable improvements in detection coverage, response effectiveness, and overall defensive posture. While the role does not own enterprise‑wide red team strategy, it plays a key role in shaping red team tactics, tooling, and execution standards, and in translating offensive findings into actionable defensive outcomes.
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
Contributing to the improvement of red team processes, safety controls, and engagement playbooks
Mentoring junior analysts and contributing to skills development across the security operations team
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
Ability to independently plan and execute offensive tasks within a defined engagement scope
Strong written and verbal communication skills, including technical documentation and reporting
High ethical standards and experience operating within defined rules of engagement
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 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
Curiosity, adaptability, and a continuous improvement mindset
Benefits and Perks of working for Cboe Global Markets
We value the total wellbeing of our people – including health, financial, personal and social wellness. We believe standard benefits like health insurance and fair pay are a given at any organization. Still, you should know we offer:
Some of our associates’ favorite benefits and perks include:
Complimentary lunch, snacks and coffee in any Cboe office
Paid Tuition assistance and education opportunities
Generous charitable giving company match
Paid parental leave and fertility benefits
On-site gyms and discounts to other fitness centers
Paid Time Off
More About Cboe Global Markets
We’re reimagining the future of the workplace by focusing on what matters most, our people. Our journey is an inclusive one. We’re investing deeply in leadership programs and career development initiatives that ensure everyone has an equal chance to succeed.
We work with purpose, solving problems with ingenuity, collaboration, and a lot of passion. We’re an engaged and excited team connecting markets across borders and embracing growth in all its forms to achieve incredible outcomes.
Learn more about life at Cboe on our website and LinkedIn.
Equal Employment Opportunity
We're proud to be an equal opportunity employer do not discriminate against any employee or applicant for employment based on any legally protected characteristic, including race, color, religion, sex, sexual orientation, gender identity, national origin, age, disability, genetic information, or veteran status. We are committed to fostering a workplace where all individuals are valued and respected.
#LI-CP1
This position is not eligible for visa sponsorship. Candidates must be legally authorized to work in the United States without the need for employer sponsorship now or in the future.
Salary Ranges (applicable for US locations only)
At Cboe, we are committed to providing a competitive, transparent, and market‑informed total rewards program. The anticipated base salary range for this role is $121,550-$157,300, with actual compensation determined by job‑related factors such as skills, relevant experience, education, internal alignment, and location.
This role may also be eligible for annual incentive compensation and, where applicable, participation in Cboe's long-term equity programs.
Additional information about Cboe's total rewards program, including benefits and other compensation components, can be found here: Total Rewards at CBOE.
Any communication from Cboe regarding this position will only come from a Cboe recruiter who has a @cboe.com email or via LinkedIn Recruiter. Cboe does not use any other third party communication tools for recruiting purposes.