Senior AI Software Engineer Jobs in Chicago, IL
Senior AI Software Engineer jobs in Chicago are concentrated in the Loop, River North, and the Fulton Market tech corridor, with strong demand across fintech, healthcare tech, and enterprise software. Employers hiring right now include Fitch, Northern Trust, and 84.51°. See the openings below and apply to the ones that match your experience.
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Senior AI Product Manager – Technology & Experience
West Monroe is seeking a Senior AI Product Manager to join our Technology & Experience Practice within the Software discipline. This hands-on product role will help clients design, build, and deploy AI-enabled software and operational intelligence solutions that drive measurable business outcomes. You will work side-by-side with engineers and client stakeholders, leading product workstreams from problem definition through deployment and adoption while applying AI across the software development lifecycle (SDLC) to improve speed and quality.
What You Will Do
- Lead product workstreams from problem definition and discovery through development, deployment, adoption, and continuous improvement.
- Define product strategies, roadmaps, requirements, backlogs, and priorities that incorporate AI and automation.
- Partner closely with software engineers and architects to shape solutions, evaluate technical tradeoffs, and translate business needs into software that delivers measurable value.
- Lead Agile product delivery from concept to production, managing priorities, dependencies, risks, and stakeholder expectations.
- Shape and deliver AI-powered capabilities such as copilots, intelligent workflows, automation solutions, and operational intelligence products.
- Apply AI-assisted development approaches across discovery, requirements, prototyping, development, testing, documentation, and release planning.
- Drive client workshops, pilots, product adoption, and feedback loops to ensure solutions are actively used and delivering intended outcomes.
- Establish and monitor success measures such as adoption, cycle time, product performance, and business impact.
- Ensure deliverables meet or exceed client expectations through effective quality assurance and proactive identification and mitigation of delivery risks.
- Contribute product, software, and AI expertise to client research, proposals, pursuits, and Software discipline assets.
- Leverage AI tools to accelerate analysis, synthesize complex information, and support data-driven recommendations for clients, exercising sound judgment in evaluating outputs.
- Apply AI technologies (e.g., generative AI, automation tools, data models) to enhance insights, improve delivery efficiency, and elevate the quality of client outcomes.
What You Will Bring
- 5+ years of experience in product management, technology consulting, software delivery, or related roles.
- Experience delivering software products in client environments and working closely with engineering teams from concept through production.
- Strong experience with Agile product delivery, backlog management, prioritization, and translating business needs into actionable requirements.
- Experience incorporating AI/LLMs into products and familiarity with platforms such as OpenAI, Claude, Vertex AI, or similar technologies.
- Ability to engage with engineers and architects on solution design, architecture, feasibility, and technical tradeoffs.
- Familiarity with AI-assisted development practices and tooling across the SDLC.
- Experience with workflow automation, data platforms, operational systems, or AI-enabled software solutions preferred.
- Strong communication skills across technical and non-technical audiences, with the ability to operate effectively in fast-paced, client-facing environments.
- Experience integrating AI tools (e.g., ChatGPT) into day-to-day workflows to enhance productivity and insight generation, coupled with strong critical thinking to assess accuracy, mitigate bias, and ensure high-quality outputs.
- Ability to travel 25 to 50%.
- A commitment to inclusion and diversity, and openness to new ideas and perspectives.
- Ability to work permanently in the United States without sponsorship.
Based on pay transparency guidelines, the salary range for this role can vary based on your proximity to one of our West Monroe offices (see table below).
Employees (and their families) are covered by medical, dental, vision, and basic life insurance. Employees are able to enroll in our company’s 401k plan, purchase shares from our employee stock ownership program and be eligible to receive annual bonuses. Employees will also receive unlimited flexible time off and ten paid holidays throughout the calendar year. Eligibility for ten weeks of paid parental leave will also be available upon hire date.
Seattle or Washington, D.C.
$116,000 - $136,500 USD
Los Angeles
$121,600 - $143,000 USD
New York City or San Francisco
$127,100 - $149,500 USD
A location not listed above
$110,500 - $130,000 USD
Other consultancies talk at you.
At West Monroe, we work with you.
We’re a global business and technology consulting firm passionate about creating measurable value for our clients, delivering real-world solutions.
The combination of business and technology is not new, but how we bring them together is unique. We’re fluent in both. We know that technology alone is not the answer, but how we apply it is. We rely on data to constantly adapt and solve new challenges. Actions that work today with outcomes that generate value for years to come.
At West Monroe, we zero in on the heart of the opportunity, getting to results faster and preparing people for what’s next.
You’ll feel the difference in how we work. We show up personally. We’re right there in the room with you, co-creating through the challenges. With West Monroe, collaboration isn’t a lofty promise, but a daily action. We work together with you to turn vision into clear action with lasting impact.
West Monroe is an Equal Employment Opportunity Employer
We believe in treating each employee and applicant for employment fairly and with dignity. We base our employment decisions on merit, experience, and potential, without regard to race, color, national origin, sex, sexual orientation, gender identity, marital status, age, religion, disability, veteran status, or any other characteristic prohibited by federal, state or local law. To learn more about diversity, equity and inclusion at West Monroe, visit www.westmonroe.com/inclusion. If you require a reasonable accommodation to participate in our recruiting process, please inquire by sending an email to recruiting@westmonroe.com.
Please review our current policy regarding use of generative artificial intelligence during the application process. Additionally, West Monroe uses the BrightHire platform to record live interviews so our team can capture notes more accurately, stay focused on the conversation, and continually improve our interview process. You can review our privacy notice for more information about this process and how recordings are used. If you have any questions, reach out to recruiting@westmonroe.com.
If you are based in California, we encourage you to read West Monroe’s Notice at Collection for California residents, provided pursuant to the California Consumer Privacy Act (CCPA) and linked here.
Are you ready to make an impact?
Senior AI Product Manager – Technology & Experience
West Monroe is seeking a Senior AI Product Manager to join our Technology & Experience Practice within the Software discipline. This hands-on product role will help clients design, build, and deploy AI-enabled software and operational intelligence solutions that drive measurable business outcomes. You will work side-by-side with engineers and client stakeholders, leading product workstreams from problem definition through deployment and adoption while applying AI across the software development lifecycle (SDLC) to improve speed and quality.
What You Will Do
- Lead product workstreams from problem definition and discovery through development, deployment, adoption, and continuous improvement.
- Define product strategies, roadmaps, requirements, backlogs, and priorities that incorporate AI and automation.
- Partner closely with software engineers and architects to shape solutions, evaluate technical tradeoffs, and translate business needs into software that delivers measurable value.
- Lead Agile product delivery from concept to production, managing priorities, dependencies, risks, and stakeholder expectations.
- Shape and deliver AI-powered capabilities such as copilots, intelligent workflows, automation solutions, and operational intelligence products.
- Apply AI-assisted development approaches across discovery, requirements, prototyping, development, testing, documentation, and release planning.
- Drive client workshops, pilots, product adoption, and feedback loops to ensure solutions are actively used and delivering intended outcomes.
- Establish and monitor success measures such as adoption, cycle time, product performance, and business impact.
- Ensure deliverables meet or exceed client expectations through effective quality assurance and proactive identification and mitigation of delivery risks.
- Contribute product, software, and AI expertise to client research, proposals, pursuits, and Software discipline assets.
- Leverage AI tools to accelerate analysis, synthesize complex information, and support data-driven recommendations for clients, exercising sound judgment in evaluating outputs.
- Apply AI technologies (e.g., generative AI, automation tools, data models) to enhance insights, improve delivery efficiency, and elevate the quality of client outcomes.
What You Will Bring
- 5+ years of experience in product management, technology consulting, software delivery, or related roles.
- Experience delivering software products in client environments and working closely with engineering teams from concept through production.
- Strong experience with Agile product delivery, backlog management, prioritization, and translating business needs into actionable requirements.
- Experience incorporating AI/LLMs into products and familiarity with platforms such as OpenAI, Claude, Vertex AI, or similar technologies.
- Ability to engage with engineers and architects on solution design, architecture, feasibility, and technical tradeoffs.
- Familiarity with AI-assisted development practices and tooling across the SDLC.
- Experience with workflow automation, data platforms, operational systems, or AI-enabled software solutions preferred.
- Strong communication skills across technical and non-technical audiences, with the ability to operate effectively in fast-paced, client-facing environments.
- Experience integrating AI tools (e.g., ChatGPT) into day-to-day workflows to enhance productivity and insight generation, coupled with strong critical thinking to assess accuracy, mitigate bias, and ensure high-quality outputs.
- Ability to travel 25 to 50%.
- A commitment to inclusion and diversity, and openness to new ideas and perspectives.
- Ability to work permanently in the United States without sponsorship.
Based on pay transparency guidelines, the salary range for this role can vary based on your proximity to one of our West Monroe offices (see table below).
Employees (and their families) are covered by medical, dental, vision, and basic life insurance. Employees are able to enroll in our company’s 401k plan, purchase shares from our employee stock ownership program and be eligible to receive annual bonuses. Employees will also receive unlimited flexible time off and ten paid holidays throughout the calendar year. Eligibility for ten weeks of paid parental leave will also be available upon hire date.
Seattle or Washington, D.C.
$116,000 - $136,500 USD
Los Angeles
$121,600 - $143,000 USD
New York City or San Francisco
$127,100 - $149,500 USD
A location not listed above
$110,500 - $130,000 USD
Other consultancies talk at you.
At West Monroe, we work with you.
We’re a global business and technology consulting firm passionate about creating measurable value for our clients, delivering real-world solutions.
The combination of business and technology is not new, but how we bring them together is unique. We’re fluent in both. We know that technology alone is not the answer, but how we apply it is. We rely on data to constantly adapt and solve new challenges. Actions that work today with outcomes that generate value for years to come.
At West Monroe, we zero in on the heart of the opportunity, getting to results faster and preparing people for what’s next.
You’ll feel the difference in how we work. We show up personally. We’re right there in the room with you, co-creating through the challenges. With West Monroe, collaboration isn’t a lofty promise, but a daily action. We work together with you to turn vision into clear action with lasting impact.
West Monroe is an Equal Employment Opportunity Employer
We believe in treating each employee and applicant for employment fairly and with dignity. We base our employment decisions on merit, experience, and potential, without regard to race, color, national origin, sex, sexual orientation, gender identity, marital status, age, religion, disability, veteran status, or any other characteristic prohibited by federal, state or local law. To learn more about diversity, equity and inclusion at West Monroe, visit www.westmonroe.com/inclusion. If you require a reasonable accommodation to participate in our recruiting process, please inquire by sending an email to recruiting@westmonroe.com.
Please review our current policy regarding use of generative artificial intelligence during the application process. Additionally, West Monroe uses the BrightHire platform to record live interviews so our team can capture notes more accurately, stay focused on the conversation, and continually improve our interview process. You can review our privacy notice for more information about this process and how recordings are used. If you have any questions, reach out to recruiting@westmonroe.com.
If you are based in California, we encourage you to read West Monroe’s Notice at Collection for California residents, provided pursuant to the California Consumer Privacy Act (CCPA) and linked here.
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Senior AI Software Engineer Jobs in Chicago: Frequently Asked Questions
How do I get a senior ai software engineer job in Chicago?
Chicago's strongest hiring comes from fintech firms in the Loop, health tech companies in the Medical District corridor, and enterprise software players anchored in River North and Fulton Market. Candidates with hands-on experience in large language models, MLOps, or production-scale AI systems stand out here. Networking through Chicago-area AI and machine learning meetups and targeting mid-to-large firms with dedicated AI product teams gives applicants a concrete edge in this market.
Which companies hire senior ai software engineers in Chicago?
Employers hiring senior ai software engineers in Chicago right now include Fitch, Northern Trust, and 84.51°, based on current listings on Migrate Mate as of September 2026. Chicago's hiring mix tends to favor established enterprises, regional financial institutions, and growth-stage tech companies rather than early-stage startups, so roles often come with larger team structures and well-defined AI infrastructure.
Are there remote senior ai software engineer jobs in Chicago?
Yes, and senior ai software engineering is among the more remote-compatible roles given that the core work involves code, models, and data rather than physical presence. About 100% of senior ai software engineer openings tied to Chicago are remote or hybrid as of September 2026, reflecting broad employer flexibility in this discipline. Model development, experimentation, and code review are the functions most commonly done fully remote, while roles requiring close collaboration with data engineering or product teams tend to favor hybrid schedules.
How can I get a senior ai software engineer job in Chicago with little or no experience?
The most realistic entry path in Chicago is through a machine learning engineer or data scientist role at one of the city's mid-size fintech or health tech companies, where cross-functional AI work is common and internal movement into senior roles happens faster than at large enterprises. Targeting Chicago-based companies with active AI product roadmaps, contributing to open-source projects, and building a portfolio of deployed models gives candidates a tangible edge over those with coursework alone. Organizations like the University of Chicago's Polsky Center and Chicago tech accelerators also connect early-career engineers with AI-focused employers in the region.
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