Sr. Automation Engineer
About The Position
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.
Requirements
- 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
Nice To Haves
- Experience in financial services or regulated industries, with exposure to AI governance, model risk management, or internal AI policy development preferred
Responsibilities
- 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
Benefits
- 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
- 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
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What This Job Offers
Job Type
Full-time
Career Level
Senior
Education Level
No Education Listed
