Chicago Board Options Exchange

Sr. Automation Engineer

Chicago Board Options Exchange$119K — $169K *
Enterprise Technology
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • 5-7 years of experience in AI systems engineering, specifically agentic frameworks
  • Strong background in security practices related to AI and compliance
  • Proficient in Python and a compiled language, with solid software engineering skills
  • Expertise in designing resilient AI systems and troubleshooting failures
  • Able to communicate technical concepts effectively to executive leadership
  • Experience in financial services or regulated industries is preferred.

Responsibilities

  • Design, build, and govern enterprise-scale intelligent automation systems centered on agentic AI
  • Develop and deploy agentic AI systems utilizing LLM APIs and multi-agent architectures
  • Implement AI security practices, including threat modeling and prompt injection defenses
  • Create resilient AI systems with observability and tracing capabilities
  • Lead cross-functional teams without direct authority to align engineering, security, and product efforts
  • Translate complex technical details into actionable roadmaps for various stakeholders.

Benefits

  • Generous paid time off, including vacation, personal days, and community service days
  • Health, dental, and vision benefits with access to telemedicine services
  • 2:1 401(k) match, up to 8% match starting immediately
  • Paid tuition assistance and education opportunities
  • Paid parental leave and fertility benefits
  • Volunteer opportunities and company-matching charitable donations
Full Job Description
Job Description:

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


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.

About Chicago Board Options Exchange

The Chicago Board Options Exchange, located at 433 West Van Buren Street in Chicago, is the largest U.S. options exchange with an annual trading volume of around 1.27 billion at the end of 2014. CBOE offers options on over 2,200 companies, 22 stock indices, and 140 exchange-traded funds. The Chicago Board of Trade established the Chicago Board Options Exchange in 1973. The first exchange to list standardized, exchange-traded stock options began its first day of trading on April 26, 1973, in celebration of the 125th birthday of the Chicago Board of Trade. The CBOE is regulated by the Securities and Exchange Commission and owned by Cboe Global Markets.
Learn more about Chicago Board Options Exchange
Industry
Founded
1973

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