Head of Enterprise Transformation

Henderson CompaniesLenexa, KS

About The Position

The Head of Enterprise Transformation owns how work gets done across the organization by ensuring workflows are streamlined, efficient, and AI-ready in direct support of the company’s strategic roadmap. As an Executive Leadership Team (ELT) member, this position brings an enterprise-wide perspective to transformation decisions, ensuring initiatives are designed to materially improve how work flows before resources are committed. Serving as the strategic bridge between IT, operations, and people leadership, this position connects strategy to execution by aligning the operating model to the company’s strategic priorities and addressing gaps in work design, workflow capacity, or structure that limit successful execution.It is accountable for ensuring that work redesign translates into sustained behavior change and measurable business outcomes by embedding adoption, leadership alignment, and workforce readiness into how work is designed and executed. Success is measured by whether work becomes more streamlined, more AI-ready, and more aligned to strategic priorities — and whether employees are working differently as a result.

Requirements

  • MBA, Master’s in business, organization development, information systems, or related discipline preferred. Bachelor's degree or equivalent practical experience required.
  • 15+ years of progressive leadership experience across enterprise transformation, operations, or organizational design with a relevant degree, or 20+ years without a relevant degree
  • Proven experience designing and improving how work flows at an enterprise level.
  • Experience working closely with executive leadership and influencing high-stakes decisions.
  • Demonstrated ability to lead cross-functional initiatives without direct authority.
  • Working knowledge of AI-enabled workflows and their impact on organizations.
  • Proven track record of driving adoption and sustained behavior change across complex organizations.
  • Experience building enterprise frameworks, governance models, or centers of excellence.
  • Strong communication, facilitation, and stakeholder engagement skills.
  • Must demonstrate proficiency in all core competencies as described and characterized in this job description.
  • Ability to read, write and communicate in English.
  • Travel required up to 20% of the time.

Responsibilities

  • Own and lead the enterprise approach to how work is designed, structured, and continuously improved across the organization.
  • Partner with the CSO and ELT to identify the critical points in the value chain where work design is the primary constraint on strategy execution and own the agenda to address them.
  • Maintain a clear line of sight between the strategic roadmap and the current operating model, identifying where gaps in workflow design, capacity, or structure will limit execution.
  • Build and steward an Enterprise Work Design Framework, including design principles, work typology, and value chain mapping, to guide decision-making across the organization.
  • Facilitate enterprise-level work design discussions with ELT to align priorities, constraints, and resource commitments.
  • Partner with the CPO, the Director of Corporate Applications, and others to define and evolve a human-AI collaboration model that clarifies what work is human-led, AI-augmented, or AI-led.
  • Also in partnership, develop and maintain a Skills-to-Work framework that identifies how roles and tasks evolve as AI capabilities expand.
  • Assess AI readiness across business units and provide actionable insights and recommendations to the ELT.
  • Ensure role design, workforce planning, and organizational structures reflect the realities of AI-enabled work.
  • Partner with the CIO and technology leaders to ensure workflow impact is evaluated as part of all major technology investment decisions.
  • Participate in early-stage scoping of transformation initiatives to ensure alignment between technology, workflow design, and business outcomes.
  • Ensure that workflow redesign, role expectations, and adoption planning are integrated into transformation initiatives from inception through sustainment.
  • Measure technology adoption at the workflow level, ensuring tools are improving how work is performed and are consistently used as intended.
  • Own and define the enterprise approach to change execution, ensuring that work redesign initiatives include clear plans for behavior change, leadership alignment, and adoption.
  • Establish a consistent transformation execution model, including methodologies, adoption metrics, leadership expectations, and behavioral standards.
  • Partner with ELT peers to ensure leaders are accountable for driving adoption and sustaining new ways of working within their teams.
  • Develop and equip mid-level leaders to identify workflow friction and lead adoption within their areas of responsibility.
  • Activate and lead a cross-functional network of work design and change leaders within business units to support both discovery and implementation.
  • Identify, measure, and address resistance and friction points to ensure barriers to adoption are surfaced and resolved early.
  • Partner with communications, L&D, and HR to ensure workforce readiness activities (communication, training, support) are aligned to work design efforts.
  • Maintain visibility into enterprise work redesign initiatives and outcomes, reporting progress and risks to ELT.
  • Establish feedback loops to assess how work is performed versus how it was designed, using insights to refine both design and adoption approaches.
  • Build a learning system that captures outcomes from work redesign efforts and applies those insights across future initiatives.
  • Present an annual “State of Work” report to the ELT and Board, summarizing progress, challenges, and future priorities.
  • Engage with the Board on enterprise work strategy, organizational readiness, and workforce implications of transformation investments.
  • Other duties as assigned.

Benefits

  • Flexible Work Hours
  • Casual Dress Code
  • Paid Volunteer Time
  • Paid Parental Leave
  • Health and Wellness Initiatives
  • Receptive and Forward-Thinking Leadership
  • Clear Career Path Options
  • Industry-leading 401K match and profit sharing
  • Employee Stock Ownership Plan
  • Paid Training for Professional Development
  • Performance Bonuses
  • Comprehensive and Extensive Insurance
  • Paid Term Life and Disability
  • Health Savings Account & Flexible Spending Accounts
  • Paid Time Off and Sick Time off
  • Financial Wellness & Coaching Program
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