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AI Engineer

Optiver · Chicago, IL · Software

Posted Oct 2, 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 a production AI system you built and owned. How did you know it was working?

What they are checking: Whether they have shipped and operated real AI systems, with measured results rather than just demos.

Tell me about a time you decided not to use AI for a problem.

What they are checking: Whether they make pragmatic choices and see when a simpler tool or rules would work better.

What would you do

A business team asks for an AI tool, but the problem is vague. How do you turn it into something you can build?

What they are checking: Whether they can translate ambiguous problems into clear, scoped AI solutions with real business value.

Your AI system starts giving worse answers after a model update. How do you figure out what happened?

What they are checking: Whether they rely on observability and evaluations to diagnose quality changes, not just intuition.

How do you get engineers or traders to adopt an AI tool you built?

What they are checking: Whether they think about user trust, feedback and measurable impact, not just technical quality.

About the work

How would you build an evaluation framework for an AI assistant used by engineers?

What they are checking: Whether they can define success metrics and test sets that catch regressions before users do.

How do you choose between foundation models for a task?

What they are checking: Whether they compare models on capability, reliability, latency, security and cost, as the posting describes.

Walk me through how you would design a code review harness that uses an AI model.

What they are checking: Whether they can design an agentic tool that is useful, measurable and trusted by engineers.

How do you keep an AI agent safe when it can take actions in internal systems?

What they are checking: Whether they think about permissions, sandboxing and human review before giving agents real power.

How do you handle sensitive or proprietary data when using third-party AI services?

What they are checking: Whether they protect firm data with clear rules about what can be sent where.

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The full job description

As published by Optiver.

We're looking for an experienced AI Engineer to join Optiver's Applied AI and Platform Engineering team. In this role, you' ll design, build, and deploy production-grade AI systems that automate workflows, augment decision-making, and accelerate engineering across the firm. You' ll own the full lifecycle—from identifying opportunities and translating ambiguous business problems into scalable AI solutions to deploying, operating, and continuously improving systems in production. You' ll combine strong software engineering with pragmatic AI expertise to build reliable AI products that deliver measurable business impact. What you'll do As an AI Engineer, you will: • Design, build, and deploy production-grade AI systems and products—including agent platforms, AI assistants, code review harnesses, evaluation frameworks, and agentic research pipelines—using Python and modern AI frameworks integrated with internal systems, data platforms, and third-party AI services. • Evaluate foundation models, agent architectures, and AI workflows, making pragmatic technology decisions based on capability, reliability, latency, security, cost, and business impact. • Define success metrics and build robust evaluation frameworks, benchmarking tools, and observability capabilities to measure AI quality, safety, performance, and production readiness while enabling continuous improvement. • Translate ambiguous business challenges into scalable technical solutions, ensuring AI-assisted development produces reliable software that meets both functional requirements and business objectives. • Design resilient, distributed AI systems with a focus on scalability, state management, authentication, fault tolerance, security, and operational reliability. • Rapidly prototype and experiment with emerging models, tools, and workflows, validating new capabilities against measurable success criteria before investing in production. • Partner closely with trading, research, and business teams to understand user needs, challenge assumptions, rapidly iterate on solutions, and evolve successful use cases into reusable platform capabilities. • Deliver high-quality, maintainable software through sound software engineering practices, automated testing, and thoughtful code reviews. • Operate, monitor, and continuously improve production AI systems by optimizing quality, reliability, latency, cost efficiency, governance, and user outcomes. What you'll get You' ll join a culture of collaboration and excellence, surrounded by curious thinkers and creative problem-solvers. Motivated by continuous improvement, you' ll thrive in a supportive, high-performing environment while tackling some of the toughest technical challenges in the financial markets. In addition, you' ll receive: • The opportunity to work alongside world-class engineers and researchers from more than 40 countries • A highly competitive compensation package, including a performance-based bonus • A 401(k) match of up to 50% • Comprehensive medical, dental, vision, mental health, disability, and life insurance • 25 days of paid vacation, plus market holidays • Extensive office perks, including breakfast, lunch, snacks, social events, clubs, sports leagues, and more Who you are • Bachelor's degree in Computer Science, Artificial Intelligence, or a related technical field • 6+ years of professional software engineering experience, including extensive production experience developing applications in Python • Strong software engineering fundamentals, including software architecture, object-oriented design, design patterns, distributed systems, testing, and building scalable, resilient applications • Experience designing, deploying, and operating production LLM applications, with practical knowledge of model evaluation, prompt engineering, tool calling, context management, agent orchestration, and common failure modes • Experience defining evaluation frameworks and using quantitative metrics to guide model selection, prompt iteration, and production readiness • Experience integrating AI systems with external tools, APIs, Model Context Protocol (MCP), and modern AI application frameworks • Strong engineering judgment, with the ability to determine when AI is the right solution—and when traditional software or deterministic automation is more appropriate • Experience building highly reliable production systems where correctness, resiliency, observability, and operational excellence are essential • Strong product mindset, with the ability to translate ambiguous business problems into practical technical solutions that deliver measurable business outcomes • Excellent communication and collaboration skills, with experience partnering directly with cross-functional teams and end users to refine requirements, challenge assumptions, and deliver scalable solutions • Strong problem-solving skills and the ability to thrive in a fast-paced, dynamic environment Who we are At Optiver, our mission is to improve the market by injecting liquidity, providing accurate pricing, increasing transparency and stabilizing the market no matter the conditions. With a focus on continuous improvement, we prioritize safeguarding the health and efficiency of the markets for all participants. As one of the largest market making institutions, we are a respected partner on 100+ exchanges across the globe. Our differences are our edge. Optiver does not discriminate on the basis of race, religion, color, sex, gender identity, sexual orientation, age, physical or mental disability, or other legally protected characteristics.     Below is the expected base salary for this position. This is a good-faith estimate of the base pay scale for this position and offers will ultimately be determined based on experience, education, skill set, and performance in the interview process. This position will also be eligible for a discretionary bonus (if determined by Optiver) and Optiver’s benefits package with the benefits listed above.    Base Salary Range $200,000 — $200,000 USD

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