AI Strategy Lead Jobs in Illinois
AI Strategy Lead jobs in Illinois are in active demand, concentrated in financial services, healthcare technology, enterprise software, and professional services, with openings from associate-level roles through senior principal and director positions. Chicago is by far the largest hiring hub, followed by suburban corridors in Naperville and Schaumburg, where companies like Morningstar, Zebra Technologies, and Accenture maintain sizable Illinois operations. The most sought-after specialties in Illinois right now are AI governance, enterprise AI roadmapping, and cross-functional AI product strategy. Find a role that fits below and apply directly.
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Live the experience. From professional empowerment to continual learning opportunities. From ongoing investment in our strategic initiatives to a career of self-determination. At Ulta Beauty, our team is critical to our scalability—and is recognized that way. We’ve been defined as a “mature start-up.” A place where interdepartmental exposure, open doors, and genuine collaboration is ubiquitous. Where challenges come fast and furious, requiring agility, mental dexterity, and creativity. Where our passion for better solutions drives us and is core to who we are.
We’re engineering for the future of retail, and it’s no-holds-barred. But for those motivated by continual change and ambiguity, by superior leadership, by whip smart colleagues who will press you daily for your very best, you’ll find that virtually nothing’s impossible at Ulta Beauty.
The Director, AI Strategy, Adoption, and Workforce Transformation is responsible for translating Ulta Beauty’s enterprise AI investments into sustained adoption and measurable business value. This role will own the development and execution of Ulta’s enterprise AI strategy and adoption approach, lead enterprise prioritization, and establish the mechanisms to measure and realize value from AI investments.
The Director will lead the UB AI Accelerator, Ulta Beauty’s enterprise vehicle for broad AI fluency and adoption, creating the capabilities, experiences, communities, and leadership engagement needed to help associates confidently incorporate AI into how work gets done. This role will also lead Ulta’s approach to AI-enabled workforce transformation, identifying how AI changes work, business processes, roles, skills, and capacity and partnering across the organization to enable those changes.
YOU'LL ACCOMPLISH THESE GOALS BY
- Own and evolve Ulta’s enterprise AI strategy, translating enterprise priorities, emerging AI capabilities, and business opportunities into a clear strategy that drives adoption and measurable business value.
- Lead enterprise AI prioritization, establishing a consistent approach to identify, evaluate, sequence, and recommend AI opportunities based on strategic alignment, business value, feasibility, and organizational readiness; partner with Product and Technology to inform the AI roadmap.
- Lead the UB AI Accelerator and the strategy for scaling AI fluency and adoption across Ulta, including function-specific upskilling, micro-learning, AI champions, hands-on build experiences, and executive engagement.
- Own enterprise AI adoption and value realization, establishing measures and operating mechanisms to track adoption, address barriers, and drive sustained use; partner with Finance and business leaders to identify, size, validate, and report financial and operational value, including P&L impact.
- Lead AI-enabled workforce transformation, partnering with business and HR leaders to assess how AI changes work, processes, roles, skills, and capacity and develop strategies to successfully enable those changes.
- Champion AI-enabled process and ways-of-working redesign, helping the organization move beyond technology deployment toward measurable improvements in productivity, effectiveness, and business performance.
- Provide executive visibility into Ulta’s AI transformation, delivering clear insights and recommendations on adoption, business value, organizational readiness, key risks, and opportunities requiring leadership action.
- Serve as a strategic advisor to senior leaders, building cross-functional alignment and accountability for AI outcomes while monitoring external AI developments and emerging practices to inform Ulta’s strategy.
- Develop and lead a high-performing team while fostering a human-centered approach to AI transformation that builds trust, considers the associate experience, and enables successful adoption of new ways of working. Position is located at corporate offices in Bolingbrook, IL (Hybrid work schedule – approx. 6 days in office per month)
- Bachelor’s degree or equivalent combination of education and relevant professional experience; Master’s degree or MBA preferred.
- Minimum of 10 years of relevant experience in enterprise strategy, management consulting, digital or AI transformation, organizational transformation, or related disciplines, including progressive experience leading complex, cross-functional initiatives.
- Demonstrated experience translating enterprise strategy and emerging technology capabilities into measurable business outcomes.
- Experience leading large-scale organizational change, adoption, workforce transformation, or enterprise AI transformation initiatives within a complex organization.
- Strong business and financial acumen, with the ability to connect strategic initiatives to measurable enterprise and P&L outcomes and establish mechanisms to measure and track realized value.
- Strong understanding of AI technologies, products, and emerging capabilities, with the ability to translate technical concepts into business implications and opportunities.
- Demonstrated ability to operate effectively in ambiguity, establish structure around emerging opportunities, and balance strategic thinking with execution.
- Exceptional interpersonal, communication, and executive presentation skills, with the ability to build trust, understand stakeholder needs, influence senior leaders, and drive alignment and outcomes without direct authority.
- Strong people leadership skills with demonstrated ability to develop talent and build an engaged, high-performing team.
- Experience developing or implementing enterprise operating models for emerging technologies or transformational capabilities preferred.
- Experience partnering with Product and Technology organizations to translate business strategy into technology-enabled capabilities preferred.
- Experience in management consulting and/or enterprise strategy, as well as experience within retail, consumer, or another large-scale, customer-focused organization, preferred.
- Position is located at corporate offices in Bolingbrook, IL (Hybrid work schedule – approx. 6 days in office per month)
#LI-HYBRID
: The pay range for this position is $147,300.00 - $199,200.00 / Year with the opportunity for eligible associates to earn additional compensation pursuant to the Company’s bonus plan. Exact pay will be based on factors including, but not limited to relevant education, qualifications, certifications, experience, level, shift, geographic location, and business and organizational needs. Full-time positions are eligible for paid time off, health, dental, vision, life and disability benefits. Part-time positions are eligible for dental, vision, life, and disability benefits. For additional information concerning our benefits, visit our Benefits and Career Development page: https://learn.bswift.com/ulta About:
We will consider for employment all qualified applicants, including those with arrest records, conviction records, or other criminal histories, in a manner consistent with the requirements of any applicable state and local laws, including the City of Los Angeles’ Fair Chance Initiative for Hiring Ordinance, the San Francisco Fair Chance Ordinance, and the New York City Fair Chance Act.
See All 15 AI Strategy Lead Jobs in Illinois
Find roles in Illinois that match your experience and apply in just a few clicks.
Find AI Strategy Lead JobsAI Strategy Lead Jobs by City in Illinois
Where Illinois roles are concentrated, by current openings.
AI Strategy Lead Job Market in Illinois
A snapshot from current Illinois openings, updated as new roles post.
Who's Hiring



Top Industries Hiring
- Technology & Software
What Illinois Employers Look For
The qualifications that appear most often in AI strategy lead jobs across Illinois.
- Bachelor's or master's degree in computer science, data science, or a related technical field
- Demonstrated experience leading AI or machine learning strategy across business units
- Proficiency translating AI capabilities into measurable business outcomes and executive roadmaps
- Familiarity with enterprise AI platforms such as Azure, AWS, or Google Cloud
- Experience partnering with C-suite stakeholders to align AI initiatives with organizational goals
- Strong communication skills for presenting complex AI concepts to non-technical audiences
AI Strategy Lead Jobs in Illinois: Frequently Asked Questions
How do you become a ai strategy lead in Illinois?
Most ai strategy leads in Illinois build toward the role through a combination of a technical degree and progressive experience in data science, product management, or technology consulting. Illinois employers typically look for candidates who have moved through analyst or manager-level AI roles before stepping into a strategy lead function. No state-issued license is required, but completing recognized AI and cloud certifications strengthens candidacy, and graduate programs at institutions like the University of Chicago or Northwestern are common pathways into senior-track roles.
Which companies hire ai strategy leads in Illinois?
Employers hiring ai strategy leads in Illinois right now include CDW, Ulta, and Braze, based on current listings on Migrate Mate as of September 2026. Illinois's concentration of financial services headquarters, large healthcare networks, and global consulting firms means demand for this role stays relatively consistent throughout the year.
Which Illinois cities have the most ai strategy lead jobs?
The cities with the most ai strategy lead openings in Illinois are Chicago, Niles, and Rosemont. Chicago dominates because it is home to the headquarters and major offices of financial institutions, health systems, and management consulting firms that invest heavily in enterprise AI programs, while suburban markets like Naperville and Schaumburg contribute openings from large technology and manufacturing companies anchored in those corridors.
Are there remote ai strategy lead jobs in Illinois?
Yes, and more than most fields. About 83% of ai strategy lead openings tied to Illinois are remote or hybrid as of September 2026, reflecting how central this role is to planning and advisory work rather than on-site operations. The parts of the role most commonly done remotely are strategy development, stakeholder alignment, and roadmap presentations, while roles that require embedded collaboration with engineering teams tend to call for at least some in-office presence.
How can I get hired as a ai strategy lead in Illinois with little or no experience?
The most realistic entry path is through a data analyst, AI product manager, or technology strategy associate role at a large Illinois employer, then building toward a lead function internally. Companies like Accenture, Deloitte's Chicago office, and major Illinois health systems regularly bring in associates and rotational program participants without direct strategy lead experience. Completing an AI or machine learning certification and building a portfolio of documented AI use cases or pilot projects gives candidates a concrete edge when applying for roles that list the strategy lead title but are open to high-potential candidates moving up.
Where can I find and apply to ai strategy lead jobs in Illinois?
You can find and apply to ai strategy lead jobs in Illinois on Migrate Mate, which lists current Illinois openings updated regularly. Search the listings, find roles that fit your background and location, and apply directly to the employers posting them.
See All 15 AI Strategy Lead Jobs in Illinois
Find roles in Illinois that match your experience and apply in just a few clicks.
Find AI Strategy Lead Jobs