Chicago Board Options Exchange

Senior Engineer, Applied Artificial Intelligence

Chicago Board Options Exchange$138K — $165K *
Information Technology
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • Bachelor's or Master's degree in Computer Science, Engineering, or related field, or equivalent experience
  • 7-10+ years in software engineering, with increasing seniority
  • 3+ years in applied AI, specifically building agents and context engineering
  • Proven experience deploying AI solutions in production environments
  • Expertise in context engineering, including prompt design and memory management
  • Strong programming skills, preferably in Python
  • Proven ability to engage with non-technical stakeholders to define AI requirements

Responsibilities

  • Design and deploy production-ready AI agents across internal platforms
  • Scope and discover AI initiatives by collaborating with business stakeholders
  • Enhance the agentic control plane of Cboe
  • Apply context engineering to ensure high-performing AI systems
  • Establish best practices for AI development and evaluation
  • Drive architectural decisions for agentic systems, considering scalability and reliability
  • Implement performance benchmarking frameworks to improve AI systems

Benefits

  • Generous paid time off including vacation and personal days
  • Comprehensive health, dental, and vision benefits, including telehealth services
  • 2:1 401(k) match up to 8%
  • Discounted Employee Stock Purchase Plan
  • Tuition assistance and education opportunities
  • Paid parental leave and fertility benefits
  • On-site gyms and fitness discounts
Full Job Description
Job Description:

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


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 $-$, 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
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