Transformation Program Director – Propel Initiative

WTW•Southfield, CA

2d•Remote

About The Position

The Transformation Program Director is accountable for ensuring the delivery and execution of Propel, other AI initiatives, and critical non-AI projects across the HR and Marketing & Communications (MC) functions. Working closely with HR, M&C, and GCO leaders, project managers, HRIT and Internal Comms and Change Management (ICCM) teams, this role ensures initiatives are effectively planned, coordinated, tracked, and delivered in line with agreed objectives and timelines. This role also has oversight of the Propel program change management team. The role serves as a central coordination point across multiple projects, ensuring interdependencies are actively managed, timelines are enforced, and executive stakeholders maintain clear visibility into program health through structured governance and reporting. The successful candidate brings disciplined program management execution alongside exceptional stakeholder management skills, sufficient HR domain fluency to challenge scope, surface risks, and drive decisions in ambiguous environments. They will also have the ability to navigate complex organisational change and technology-enabled transformation.

Requirements

Significant project/program management experience in managing complex programs in a global enterprise environment (10,000+ employees; 50,000 strongly preferred) preferably within HR transformation, operating model transformation, or large-scale business change programs.
Demonstrated experience managing multiple projects spanning multiple functions or HR CoEs (Centers of Excellence) and GCO simultaneously, not siloed, single-function work.
Demonstrated experience supporting executive governance forums and preparing leadership-level reporting materials.
Proven track record managing projects with global scope, including navigating regional regulatory variation, time zone complexity, and cross-cultural stakeholder dynamics.
Proven ability to manage program risks, dependencies, and stakeholder expectations in a fast-paced environment.
Demonstrable experience using generative AI tools (e.g., Microsoft Copilot, ChatGPT, or equivalent) to automate routine tasks, support problem-solving and improve business outcomes.
Structured, disciplined project management execution; able to convert strategic objectives into practical delivery plans and measurable outcomes.
Proficient in both waterfall and agile/hybrid methodologies.
Strong facilitation and meeting management skills; able to drive decisions in rooms with competing priorities and strong personalities.
Demonstrated ability to develop clear, audience-appropriate communications for senior HR and business leadership.
Analytical mindset; comfortable with data, metrics, technology and using quantitative inputs to inform project decisions and status reporting.
High tolerance for ambiguity; capable of creating structure where it does not yet exist.
Bachelor's degree or equivalent professional experience.

Nice To Haves

Professional program or project management certification (PMP, MSP, PRINCE2, Agile or equivalent) desirable.

Responsibilities

Work in close partnership with HR, M&C, and GCO leaders, functional leaders, and project managers to ensure they translate their initiative objectives, including stakeholder engagement and change management requirements, into structured delivery plans and execution roadmaps.
Develop and maintain integrated program plan, risk register, RAID log, milestone trackers, and status dashboard to track progress across the program. Identify dependencies, constraints and critical path activities and ensure accurate, real-time program visibility.
Drive day-to-day program execution, ensuring activities remain aligned to agreed milestones, timelines, and outcomes.
Escalate risks, decision points, and delivery concerns promptly, providing clear recommendations and mitigation options.
Ensure coordination across project teams to ensure deliverables are completed according to schedule and agreed quality standards.
Partner with Finance and HR function & Technology Leaders to ensure the program is aligned to and tracking against the financial goals and targets (investment, savings) associated with the Propel program, other key AI initiatives, and critical non-AI program initiatives and timelines.
Provide regular, structured updates to program leadership, stakeholders, and steering committee on progress, risks, issues, dependencies, and key decisions.
Establish and enforce governance cadences: steering committee reviews, project team check-ins, and escalation protocols.
Drive structured follow-up on risks, issues, and decisions to ensure ownership and resolution of program challenges before they affect delivery timelines.
Support preparation of HR, M&C, and GCO Leadership, AI ATO, and executive-level materials, ensuring reporting is accurate, insightful, and focused on decision-making.
Build and maintain effective working relationships with the HR, M&C, and GCO leaders, HRIT, ICCM, Legal, Finance, and the AI TMO.
Facilitate alignment across project team deliverables, resource requirements, and implementation plans.
Facilitate collaboration to remove blockers and drive progress against program commitments.
Support organisational readiness, stakeholder engagement and communication activities associated with Propel initiatives.
Ensure the Propel program change management team is closely partnered with initiative owners to develop and deliver robust CCM plans.
Ensure HRIT and ICCM deliverables are fully integrated into HR and HRS program planning and execution activities.
Ensure workstream delivery teams are identifying change impacts across geographies, employee populations, and HR delivery channels and flag risks to adoption early.
Collaborate with ICCM to ensure programmatic readiness, training and communications are aligned with enterprise efforts and that communications are sequenced within / across project plans.
Promote best practice program management standards, governance, and delivery disciplines across the ATO program.
Capture lessons learned and recommend improvements to future transformation initiatives.

Benefits

Mental health/emotional wellbeing (including Employee Assistance Program)
medical (including prescription drug coverage and fertility benefits)
dental
vision
Health Savings Account
Commuter Accounts
Health Care and Dependent Care Flexible Spending Accounts
company-paid life insurance
supplemental life insurance
AD&D
group accident
group critical illness
group legal
identify theft protection
wellbeing program
adoption assistance
surrogacy assistance
auto/home insurance
pet insurance and other work/life resources
Paid holidays
annual paid time off (includes state/local paid leave where required)
company-paid disability (short-term and long-term disability)
other leaves (e.g., bereavement, FMLA, ADA, jury duty, military leave, and Parental and Adoption Leave)
Paid Time Off (only included for Washington roles)
Qualified contributory pension plan (if eligible) and 401(k) plan with annual nonelective company contribution.
Non-qualified retirement plans available to senior level colleagues who satisfy the plans’ eligibility requirements