Director, People Technology Transformation

At WelbeHealth, we serve our communities’ most vulnerable seniors through shared intention, pioneering spirit, and the courage to love. These core values and our participant-focus lead the way no matter what.

The Director, People (Assignment: People Technology Transformation) is a strategic and execution-focused leader with enterprise accountability for the full people technology portfolio. Reporting to the Senior Director, People Operations, the Director, People ensures that technology solutions are scalable, compliant and centered on excellent team member experiences. The Director, People leads a team of People Technology Specialists, Workday HCM experts, and the Project Manager accountable for the Workday project. This role’s initial priority is leading the Workday Human Capital Management (HCM) implementation beginning with phase 1 go-live in 2027.

This role is different because the Director, People (Assignment: People Technology Transformation) at WelbeHealth:

• Leads the enterprise transformation of our People technology ecosystem, defining the long-term strategy and roadmap that modernizes HR systems, streamlines business processes, strengthens data governance, and delivers scalable technology solutions that enhance the team member experience
• Serves as the executive business lead for our Workday HCM transformation, partnering across People and IT teams, implementation partners, and business leaders to successfully deliver one of the organization's most significant strategic initiatives while establishing the governance, operating model, and continuous improvement framework for the future of People technology

We care about our team members. That’s why we offer:

• Medical insurance coverage (Medical, Dental, Vision)
• Work/life balance - We mean it! 17 days of personal time off (PTO), 12 holidays observed annually, and 6 sick days
• 401K savings + match
• Comprehensive compensation package including base pay and bonus
• And additional benefits!

On the day-to-day, you will:

• Lead the start-to-finish Workday HCM implementation program, including core HCM, payroll, benefits and Cloud Connect, time tracking, absence management, talent optimization and performance management, learning management system (LMS), Peakon, and recruiting, including Paradox
• Serve as the business and program lead across design, configuration, testing, data conversion, cutover, readiness, and go-live activities to achieve a successful launch by mid-2027
• Partner with Workday, the implementation partner, People team resources, IT resources, change management support, and key business stakeholders to design, configure, test, and launch Workday successfully, as well as define requirements, resolve issues, make decisions, and maintain momentum across workstreams
• Establish strong program governance for people technology projects, including standardized approach for scope management, milestone tracking, risk and issue management, executive updates, decision logs, and cross-functional accountability
• Oversee testing strategy and execution, ensuring comprehensive unit, integration, parallel, and user acceptance testing with strong defect management and readiness criteria
• Lead organizational readiness and adoption efforts in partnership with change management resources, including communication, stakeholder engagement, training coordination, and post-go-live stabilization planning
• Lead the post-implementation operating model for people technology implementations, including ongoing system operations, governance, enhancement prioritization, issue resolution, release management, and continuous improvement to sustain a stable and scalable platform

Job requirements include:

• Bachelor’s degree in human resources, information systems, business, organizational development, or related field required; equivalent work experience may be substituted; advanced degree preferred
• Progressive leadership experience in people technology, HRIS, transformation, or enterprise systems implementation roles, including direct ownership of complex, cross functional programs
• Demonstrated experience leading or playing a significant leadership role in a Workday implementation, with strong knowledge of Workday HCM and related modules such as payroll, benefits, time tracking, absence, recruiting, talent and performance, learning, and engagement tools
• Experience in the healthcare industry is strongly preferred, with appreciation for compliance, workforce complexity, and operational realities in a regulated care environment
• Demonstrated experienced implementing successful process improvement and transformation initiatives
• Experience improving foundational data quality, organizational structures, governance, and reporting
• Proven ability to lead matrixed teams and manage internal resources
• Periodic travel (e.g., once a quarter) is expected for observation/learning and team meetings

We are seeking a Director, People (Assignment: People Technology Transformation) who is passionate about leading large-scale technology transformation in a mission-driven healthcare environment. The ideal candidate brings deep expertise in People technology, enterprise system implementations, and organizational change, along with the strategic vision to modernize how HR technology supports our workforce. If you're looking for an opportunity to shape the future of the employee experience while leading a transformational Workday implementation that will have lasting impact across the organization, we'd love to hear from you!