AI Engagement Manager

Workday; Chicago (IL); On-site; USD 129,000 - 193,000; Full time

Job summary

Workday is seeking an Engagement Manager in the AI Practice to own end-to-end customer relationships across multiple enterprise accounts, from deployment through the lifecycle of the partnership. You will guide AI adoption, shape product feedback, and collaborate with cross-functional teams to deliver measurable business value.

You will work with senior leaders, manage timelines and risks, and mentor Professional Services staff to ensure successful implementations across large-scale deployments.

Qualifications

• Experience leading Medium and/or Large Enterprise implementations or transformation initiatives.
• Experience with Enterprise application implementations (Workday, Oracle, NetSuite, SAP, Cornerstone, or similar) or top-tier strategy consulting/VC/ops roles.

Responsibilities

• Own end-to-end delivery for multiple enterprise customer engagements across deployment to lifecycle.
• Partner with C-level executives on AI strategy and transformation.
• Lead concurrent implementations within SOX/budget/timeline.
• Manage timelines, risks, and cross-functional coordination for long-term adoption.
• Identify retention opportunities and expanded engagement areas.
• Provide guidance and mentoring to Professional Services team members.

Skills

Engagement management

Enterprise software implementations

Relationship management

Executive communication

Project management

Travel up to 30%

Job description

Your work days are brighter here. We’re obsessed with making hard work pay off, for our people, our customers, and the world around us. As a Fortune 500 company and a leading AI platform for managing people, money, and agents, we’re shaping the future of work so teams can reach their potential and focus on what matters most. The minute you join, you’ll feel it. Not just in the products we build, but in how we show up for each other. Our culture is rooted in integrity, empathy, and shared enthusiasm. We’re in this together, tackling big challenges with bold ideas and genuine care. We look for curious minds and courageous collaborators who bring sun-drenched optimism and drive. Whether you’re building smarter solutions, supporting customers, or creating a space where everyone belongs, you’ll do meaningful work with Workmates who’ve got your back. In return, we’ll give you the trust to take risks, the tools to grow, the skills to develop and the support of a company invested in you for the long haul.

So, if you want to inspire a brighter work day for everyone, including yourself, you’ve found a match in Workday, and we hope to be a match for you too.

About the Team The AI Practice team is part of Workday's Professional Services organization and is dedicated to helping enterprise customers realize the full value of Workday's AI products and platform. We guide some of the world's most complex organizations through AI adoption and transformation, from initial deployment through long-term partnership success. Our mission is to bridge the gap between Workday's AI innovation and real-world business outcomes. We partner closely with product, engineering, sales, and customer success teams to shape how customers experience Workday AI, while also feeding insights back to improve Workday's products and services. What makes this team special is the combination of high ownership, deep collaboration, and the opportunity to work at the forefront of enterprise AI transformation alongside a talented and supportive peer group.

About the Role

As a Engagement Manager on the AI Practice team, you will own the end-to-end customer relationship across several enterprise accounts, beginning with product deployment and continuing throughout the lifecycle of the partnership. You will operate with significant autonomy and influence, shaping how enterprise customers adopt Workday's AI products, informing the evolution of Workday's product and services offerings, and collaborating with a deeply talented peer group. You will serve as a trusted AI advisor to your customers' senior leaders, guiding them through AI transformation by implementing change management best practices, educating end users, and identifying, prioritizing, and deploying AI use cases that deliver measurable business value.

Your ability to understand each customer's business model and connect their unique challenges to Workday's horizontal AI platform will be essential to your success.

Responsibilities

• Own end-to-end delivery for multiple enterprise customer engagements, ensuring customers realize maximum value from Workday's AI products from deployment through the full lifecycle of the partnership
• Partner with customers' C-level executives on AI strategy and transformation, including developing adoption roadmaps and change management approaches
• Lead one or more concurrent implementations, ensuring projects are delivered within the budget and timeline outlined in the statement of work
• Manage timelines, risks, and cross-functional coordination to ensure smooth delivery and long-term adoption across large-scale deployments
• Identify retention opportunities and potential areas for expanded engagement, contributing to the growth of the customer relationship
• Provide guidance and mentoring to Professional Services team members working on your implementations, ensuring projects are properly planned and staffed
• Identify and resolve issues that could affect project scope or timelines, presenting updates at Executive Steering Committee meetings and leading quarterly business reviews
• Participate in the sales cycle when requested to gather requirements, formulate delivery approaches, and develop proposals
• Partner with Workday Product teams to scope feature availability, negotiate release timing, and translate customer requirements into product feedback, operating in a co-development cycle for products still reaching maturity

VISA Sponsorship is not available for this role.

Basic Qualifications (Senior Engagement Manager)

Demonstrable experience of leading Medium and/or Large Enterprise implementations or transformation initiatives 4+ years of experience in either enterprise application implementation (Workday, Oracle, NetSuite, SAP, Cornerstone, or similar) or top-tier strategy consulting (MBB, Tier 2), venture capital, or a commercial/strategy/ops role in a startup or scale-up.

Basic Qualifications (Principal Engagement Manager)

Demonstrable experience of leading Medium and/or Large Enterprise implementations or transformation initiatives 8+ years of experience in either enterprise application implementation (Workday, Oracle, NetSuite, SAP, Cornerstone, or similar) or top-tier strategy consulting (MBB, Tier 2), venture capital, or a commercial/strategy/ops role in a startup or scale-up.

Other Qualifications

• Experienced in relationship management, with the ability to establish and nurture long-term partnerships with enterprise customers at all levels, including C-suite executives, fostering trust and collaboration that drive successful AI adoption and customer loyalty
• Demonstrated executive presence, including the ability to project confidence and poise while communicating with senior leaders, facilitating executive steering committee meetings, and leading quarterly business reviews in complex customer environments
• Skilled in project management, with experience planning, coordinating, and delivering multiple concurrent implementations on time and within budget, using effective methodologies for risk management, resource allocation, and quality delivery
• Proficient in software implementations, with the ability to guide customers through AI and enterprise application deployments, including configuration, change management, user education, and long-term adoption planning
• Effective communicator who can adapt their style to different audiences, from end users to C-suite executives, translating complex AI concepts into clear, actionable guidance that inspires confidence
• Adept at situational awareness, with the ability to interpret complex customer environments, identify potential issues or opportunities early, and make informed decisions that keep engagements on course
• Demonstrated ability to navigate ambiguity and work through open-ended challenges where there is no prior blueprint, moving from strategy to hands‑on delivery with a growth mindset and a desire to learn and develop new capabilities quickly
• Ability to travel up to 30%

Posting End Date: 10/01/2026 The application deadline for this role is the same as the posting end date stated.

Workday Pay Transparency Statement

The annualized base salary ranges for the primary location and any additional locations are listed below. Workday pay ranges vary based on work location. As a part of the total compensation package, this role may be eligible for the Workday Bonus Plan or a role‑specific commission/bonus, as well as annual refresh stock grants. Recruiters can share more detail during the hiring process. Each candidate’s compensation offer will be based on multiple factors including, but not limited to, geography, experience, skills, job duties, and business need, among other things. For more information regarding Workday’s comprehensive benefits, please click here.

Primary Location: USA.IL.Chicago Primary Location Base Pay Range: $129,000 USD - $193,400 USD Additional US Location(s) Base Pay Range: $116,600 USD - $207,200 USD Additional Considerations: If performed in Colorado, the pay range for this job is $122,800 - $184,200 USD based on min and max pay range for that role if performed in CO. The application deadline for this role is the same as the posting end date stated as below: 10/01/2026

Our Approach to Flexible Work

With Flex Work, we’re combining the best of both worlds: in-person time and remote. Our approach enables our teams to deepen connections, maintain a strong community, and do their best work. We know that flexibility can take shape in many ways, so rather than a number of required days in‑office each week, we simply spend at least half (50%) of our time each quarter in the office or in the field with our customers, prospects, and partners (depending on role). This means you’ll have the freedom to create a flexible schedule that caters to your business, team, and personal needs, while being intentional to make the most of time spent together. Those in our remote "home office" roles also have the opportunity to come together in our offices for important moments that matter.

Pursuant to applicable Fair Chance law, Workday will consider for employment qualified applicants with arrest and conviction records.

Equal Opportunity & Accommodations

Workday is an Equal Opportunity Employer including individuals with disabilities and protected veterans. Workday is committed to providing reasonable accommodations for qualified individuals during our application process, in order to perform one or more essential functions of their job, as well as regarding the use of AI tools for employment decision‑making to any degree. Please see below for more details including how to request an accommodation as a qualified veteran, due to a disability or for religious reasons, or as otherwise provided under applicable law. Workday prohibits taking adverse action against any candidate or employee for reporting a possible violation of this policy, requesting one or more work accommodations, exercising a privacy right, or cooperating in an investigation in accordance with applicable law. Any employee who retaliates against a candidate or employee for doing so may be subject to disciplinary action, up to and including termination of employment, to the fullest extent allowable under applicable law. If you require a reasonable accommodation, you may email [e-mail], as far in advance as possible.

Workday is proud to be an equal opportunity workplace. Individuals seeking employment at Workday are considered without regards to age, ancestry, color, gender (including pregnancy, childbirth, or related medical conditions), gender identity or expression, genetic information, marital status, medical condition, mental or physical disability, national origin, protected family care or medical leave status, race, religion (including beliefs and practices or the absence thereof), sexual orientation, military or veteran status, or any other characteristic protected by federal, state, or local laws. Further, pursuant to applicable local ordinances, Workday will consider for employment qualified applicants with arrest and conviction records.

We do not accept resumes from headhunters, placement agencies, or other suppliers that have not signed a formal agreement with us.

You may view the Workday’s Pay Transparency Policy, and Know Your Rights Notice, by clicking on their corresponding links.

Workday is committed to providing reasonable accommodations for qualified individuals during our application process, in order to perform one or more essential functions of their job, as well as regarding the use of AI tools for employment decision‑making to any degree. Please see below for more details including how to request an accommodation as a qualified veteran, due to a disability or for religious reasons, or as otherwise provided under applicable law. Workday prohibits taking adverse action against any candidate or employee for reporting a possible violation of this policy, requesting one or more work accommodations, exercising a privacy right, or cooperating in an investigation in accordance with applicable law. Any employee who retaliates against a candidate or employee for doing so may be subject to disciplinary action, up to and including termination of employment, to the fullest extent allowable under applicable law. If you require a reasonable accommodation, you may email [e-mail], as far in advance as possible.