Jobs › Cboe Global Markets

Senior Engineer, Applied Artificial Intelligence

Cboe Global Markets · Chicago, IL · $130,900–$169,400 a year · Full time

Posted Sep 25, 2026 · We last checked this listing on Oct 6, 2026

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Likely interview questions for this role

Written from this job description, not a generic list. Each one notes what the interviewer is really checking.

About your past

Tell me about an AI project you shipped. What went wrong, and how did you fix it?

What they are checking: Whether they have real delivery experience and learn from problems.

How do you keep up with changes in AI models and tools?

What they are checking: Whether they stay current in a fast-moving field and test new tools carefully.

How would you help other engineers at Cboe use AI tools well?

What they are checking: Whether they can share knowledge and set good practices across teams.

What would you do

How would you decide which internal business problems at an exchange are good fits for AI?

What they are checking: Whether they choose problems by value and risk rather than chasing what is trendy.

A business leader wants an AI feature that you think is risky. How do you respond?

What they are checking: Whether they can raise concerns clearly and suggest safer alternatives.

About the work

Walk me through how you would build a retrieval-based assistant over internal documents.

What they are checking: Whether they understand chunking, retrieval, prompting and evaluation in a practical system.

How do you evaluate whether an AI system's answers are good enough to use?

What they are checking: Whether they build real evaluation sets and metrics rather than judging by a few demos.

How would you keep sensitive or confidential data safe when using large language models?

What they are checking: Whether they think about data access, vendor terms and controls in a regulated firm.

An AI tool gives a confident but wrong answer to a user. How do you reduce that risk?

What they are checking: Whether they use grounding, citations and guardrails to limit made-up answers.

How do you manage cost and latency for AI features used by many people?

What they are checking: Whether they can balance model choice, caching and design for practical use.

Practice this interview out loud.

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The full job description

As published by Cboe Global Markets.

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 As a Senior AI Engineer, you will play a central role in integrating AI into our core operations and developing AI-native products. You'll own the full lifecycle of AI initiatives from sitting with business stakeholders to scope and discover opportunities through to hands-on design, development, and deployment of production-grade systems. You won't just be building agents; you'll develop and define reusable services for agents across Cboe. This is a high-ownership, high-impact role for someone who wants to operate independently, translate organizational strategy into concrete technical outcomes, and bring others along with them. You'll be expected to work independently and consider the impact of technology on strategy. You'll bring both deep technical expertise and strong communication skills. In addition to pushing our AI initiatives forward, you'll mentor other engineers on the team and help establish the standard for how we build AI at Cboe. Your responsibilities will be: • Design, build, and deploy production-ready AI agents and agentic systems across Cboe's internal platforms and workflows. • Own scoping and discovery for AI initiatives — partnering directly with non-technical business stakeholders to understand needs and convert them into well-defined technical solutions. • Build and enhance Cboe's agentic control plane. • Apply context engineering principles (prompt design, memory architecture, retrieval strategy) to build reliable, high-performing AI systems. • Establish and uphold best practices for agent development, evaluation, and production observability. • Drive architecture and design decisions for agentic systems, owning tradeoffs across scalability, reliability, and risk across multiple teams. • Design and implement benchmarking and evaluation frameworks to measure and continuously improve AI system performance. • Translate Cboe's AI strategy into executable, prioritized technical work. • Lead technical design reviews and mentor engineers across the team, setting the standard for how AI systems are built at Cboe. • Produce clear technical documentation including scoping artifacts, design specs, and testing criteria. The ideal candidate has • Either: A Bachelor's or Master's degree in Computer Science, Engineering, or related field OR Equivalent demonstrated experience • 7–10+ years of relevant professional experience in software engineering, with increasing seniority • 3+ years of professional experience in applied AI (building agents, MCP servers, context/harness engineering) • Proven experience building and deploying AI solutions in production environments, including familiarity with agent frameworks and a clear understanding of what they do and why they matter • Hands-on experience building tools and integrations for LLM-based systems • Deep proficiency in context engineering including prompt design, retrieval strategies, and memory/context management • Demonstrated ability to work directly with non-technical stakeholders to scope AI opportunities and define technical requirements • Strong programming skills (language agnostic, Python strongly preferred) • Experience with LLM evaluation, observability, and benchmarking as core engineering practice • Ability to work independently, manage ambiguity, and deliver results without close oversight • Track record of setting technical standards, leading design/architecture reviews, and mentoring engineers. This role carries a formal technical leadership expectation • Strong written and verbal communication skills, particularly the ability to explain complex AI concepts to non-technical audiences You'll really stand out if you have: • 10-15+ years of overall professional experience, including 5+ years in applied AI • Experience in a consulting, platform, or internal services capacity and experience managing multiple workstreams • Prior experience owning an AI scoping or discovery practice, not just executing against pre-defined specs • Familiarity with AWS and/or Snowflake in a production context • Experience with NLP tasks such as summarization, classification, or entity extraction and their application in agentic contexts • Contributions to AI strategy, roadmap definition, or architectural decision-making at an organizational level 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 • 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 $130,900-$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.

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