Senior Automation Engineer

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.

PLEASE NOTE:

To support strong partnership and team connection, this role follows a four‑day in‑office work model in either our Chicago, IL or Overland Park, KS office.

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.

• 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

• 5+ years of relevant experience across AI/ML systems, software engineering, or cybersecurity, with hands‑on experience building, securing, and operating production‑grade systems
• 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, jail breaking, 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

• Fair and competitive salary and incentive compensation packages with an upside for over achievement
• 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

We’re reimagining the future of the workplace by focusing on what matters…