Sr Principal Transformation Strategist

Why UKG:

At UKG, the work you do matters. The code you ship, the decisions you make, and the care you show a customer all add up to real impact. Today, tens of millions of workers start and end their days with our workforce operating platform. Helping people get paid, grow in their careers, and shape the future of their industries. That’s what we do.

We never stop learning. We never stop challenging the norm. We push for better, and we celebrate the wins along the way. Here, you’ll get flexibility that’s real, benefits you can count on, and a team that succeeds together. Because at UKG, your work matters—and so do you.

Description & Requirements

About the Role:

The Enterprise Transformation Lead is a senior individual contributor who leads selected, high-priority transformations across UKG. Reporting directly to the Head of Enterprise Transformation, you will partner with executive sponsors and business leaders to turn complex, cross-functional priorities into clear initiatives with measurable outcomes.

This role works across the business, bringing together leaders and teams from functions such as Sales, Marketing, Customer Experience, Finance, Product and Technology. You’ll help them align on the problem to solve, make decisions across organizational boundaries and move from strategy to changes that improve how UKG operates and serves its customers.

You’ll partner with Program Managers, Business Process & Experience Design, Change & Adoption, and functional business and technology owners. Success depends on building trust, influencing without direct authority and keeping the full initiative connected—from business outcomes and process design through delivery and adoption.

Key Responsibilities:

• Lead selected enterprise transformations from initial framing through implementation, adoption and outcome review.

• Partner with executive sponsors and business leaders to define the problem, intended outcomes, scope, success measures and key decisions.

• Bring cross-functional leaders together to align priorities, clarify ownership and resolve differences in perspective or organizational goals.

• Connect business, technology, data, AI and operational considerations in one integrated view of the transformation.

• Work with Program Managers to maintain visibility into milestones, dependencies, risks, decisions and delivery progress across participating teams.

• Partner with Process & Experience Design to shape future processes, roles and customer or employee experiences with business owners.

• Partner with Change & Adoption to prepare leaders and employees for new ways of working and support sustained adoption.

• Identify barriers early and engage the right business and functional leaders to address issues that threaten outcomes or timing.

• Keep the initiative focused on business results, adjusting scope or approach as value, feasibility and capacity become clearer.

• Communicate progress, tradeoffs and decisions clearly to executives, business leaders and delivery teams.

• Capture lessons from each transformation and help strengthen UKG’s approach to cross-functional change.

Qualifications:

• 10+ years of experience leading complex business transformations, enterprise programs, management consulting engagements or cross-functional initiatives.

• Demonstrated ability to lead senior business stakeholders through ambiguous, high-impact challenges.

• Experience aligning leaders across multiple functions around shared outcomes, decisions and accountabilities.

• Ability to influence without direct authority and make progress in a matrixed organization.

• Experience translating strategy into an actionable initiative with clear outcomes, ownership and decision-making.

• Strong executive communication, facilitation and problem-solving skills.

• Ability to connect business process, technology, data, people and change considerations in one integrated view.

• Sound judgment, adaptability and comfort working in an environment where priorities and solutions continue to evolve.

Preferred Qualifications:

• Experience in enterprise software, B2B SaaS or a similarly complex technology environment.

• Experience leading transformations across functions such as Sales, Marketing, Customer Experience, Finance, Product or Technology.

• Experience with customer journey transformation, operating model change, AI-enabled process redesign or large-scale organizational change.

• Experience working with executive teams, business leaders and cross-functional delivery teams.

• Management consulting experience or equivalent experience leading complex enterprise transformations.

• Familiarity with value tracking, change adoption, program governance and portfolio prioritization.

Company Overview:

UKG is the Workforce Operating Platform with unified HR, payroll, and workforce management, built to solve the unique challenges of frontline work. Powered by people-first AI and decades of labor data, UKG turns workforce intelligence into real-time decisions around staffing, pay, compliance, and productivity, enabling every worker to confidently take action as work happens. That’s why more than 80,000 organizations worldwide trust UKG to run their workforce — not just manage it. Learn more at ukg.com.

Equal Opportunity Employer

UKG is an equal opportunity employer. We evaluate qualified applicants without regard to race, color, disability, religion, sex, age, national origin, veteran status, genetic information, and other legally protected categories.

View The EEO Know Your Rights poster (https://www.eeoc.gov/sites/default/files/2022-10/EEOC\_KnowYourRights\_screen\_reader\_10\_20.pdf)

UKG participates in E-Verify. View the E-Verify posters here (https://www.e-verify.gov/sites/default/files/everify/posters/EVerifyParticipationPoster.pdf) .

It is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability.

Disability Accommodation in the Application and Interview Process

For individuals with disabilities that need additional assistance at any point in the application and interview process, please email [email protected] .

The pay range for this position is $169,400 to $241,400. The actual base pay offered may vary depending on skills, experience, job-related knowledge and work location. In addition to base pay, employees may be eligible to participate in a performance-based bonus plan and to receive restricted stock unit awards as part of total compensation. Learn more about UKG’s benefits and rewards at https://www.ukg.com/about-us/careers/benefits

It is the policy of Ultimate Software to promote and assure equal employment opportunity for all current and prospective Peeps without regard to race, color, religion, sex, age, disability, marital status, familial status, sexual orientation, pregnancy, genetic information, gender identity, gender expression, national origin, ancestry, citizenship status, veteran status, and any other legally protected status entitled to protection under federal, state, or local anti-discrimination laws. This policy governs all matters related to recruitment, advertising, and initial selection of employment. It shall also apply to all other aspects of employment, including, but not limited to, compensation, promotion, demotion, transfer, lay-offs, terminations, leave of absence, and training opportunities.