Sr. Automation Engineer

Cboe Digital
Chicago, IL

Job Description: 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.

Role Overview

The Sr. Automation Engineer serves as a senior technical authority responsible for designing, building, and governing enterprise-scale intelligent automation systems centered on agentic artificial intelligence. This role sits at the intersection of advanced AI engineering, security architecture, and organizational strategy — driving the adoption of autonomous agent frameworks across complex, multi-team environments. The position demands a practitioner who can operate at both the deep technical layer and the executive advisory level, translating emerging AI capabilities into resilient, production-grade systems that meet the most rigorous security and compliance standards.

Your responsibilities will be:
  • Deep hands-on experience building and deploying agentic AI systems, including LLM APIs, RAG, prompt engineering, and multi-agent architectures
  • Strong security mindset with expertise in AI threat modeling, prompt injection defense, zero-trust principles, and secure handling of model inputs/outputs
  • Solid software engineering foundation (Python + compiled language) with experience in microservices, CI/CD, and infrastructure-as-code
  • Ability to design resilient AI systems with strong observability, tracing, and understanding of non-deterministic failure modes
  • Proven ability to operate cross-functionally and lead without authority across engineering, security, product, and operations
  • Capable of translating complex technical concepts into clear roadmaps, architecture decisions, and executive-level communication
The ideal candidate has
  • Proven track record building production-grade agentic AI systems that operate reliably at scale
  • Hands-on experience designing agent orchestration patterns, debugging non-deterministic failures, and delivering observable, auditable AI pipelines in regulated environments
  • Strong applied security expertise, including implementing defenses against prompt injection, jailbreaking, and tool misuse, with experience in red-teaming or penetration testing AI systems
  • Demonstrated ability to drive alignment across security, legal, compliance, product, and engineering, turning competing priorities into practical, well-documented outcomes
  • Comfortable presenting architectural trade-offs and risk decisions to senior leadership in high-stakes environments
  • Experience in financial services or regulated industries, with exposure to AI governance, model risk management, or internal AI policy development preferred
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:

  • 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

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

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-CS

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 $119,000-$169,400, 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.
Posted 2026-06-25

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