Head of Digital & AI Transformation

Global Enterprise Technology | AI-Enabled Platforms | Large-Scale Digital Transformation
United State (Remote)
February 6, 2026
Full Time
Urgent

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Job Description

About the Role

Digital and AI transformation at enterprise scale is no longer about isolated innovation; it is about rewiring how the organization operates, decides, and delivers value. We are seeking a Head of Digital & AI Transformation to lead enterprise-wide modernization initiatives that embed advanced digital capabilities and artificial intelligence into the core of the business.

This role is designed for a senior transformation leader who understands how to move beyond experimentation to measurable impact. The Head of Digital & AI Transformation will define and execute the roadmap that aligns technology, data, process, and people to deliver step-change improvements in productivity, customer experience, and decision-making.

Partnering closely with the CEO, CIO/CTO, Chief Data Officer, and business leaders, you will drive large-scale change across functions, modernizing operating models, deploying AI responsibly, and ensuring transformation initiatives deliver tangible outcomes. You will balance ambition with execution discipline, ensuring initiatives scale securely, ethically, and sustainably.

This is not an innovation lab role. It is a mandate to build digital and AI transformation as a repeatable enterprise capability, shaping how the organization competes and grows over the next decade.

Essential Duties and Responsibilities

  • Define and lead the enterprise digital and AI transformation strategy and roadmap.

  • Identify high-value use cases for AI, automation, and advanced analytics across the business.

  • Drive large-scale transformation programs from concept through enterprise adoption.

  • Partner with Technology, Data, and Security leaders to ensure scalable and responsible AI deployment.

  • Modernize business processes, operating models, and decision frameworks through digital tools.

  • Establish governance, performance metrics, and benefits-realization tracking for transformation initiatives.

  • Ensure change management, capability building, and adoption across business units.

  • Manage transformation portfolios, dependencies, and investment prioritization.

  • Communicate transformation progress, risks, and outcomes to executive leadership and the Board.

  • Build and lead a high-performing digital transformation and AI enablement team.

Job Qualifications and Requirements

  • 15+ years of leadership experience in digital transformation, technology, or enterprise change roles.

  • Proven success leading large-scale digital and AI initiatives within complex organizations.

  • Strong understanding of AI, data platforms, automation, and modern digital architectures.

  • Experience aligning transformation initiatives with business strategy and financial outcomes.

  • Demonstrated ability to operate at the C-suite and Board level.

  • Strong change management, governance, and execution capabilities.

  • Bachelor’s degree required; advanced degree preferred.

Personal Capabilities and Qualifications

  • Strategic thinker with strong execution discipline and bias for results.

  • Executive presence with the ability to influence senior leaders across functions.

  • Highly analytical, structured, and data-driven decision-maker.

  • Comfortable operating in ambiguity and driving change at scale.

  • Strong people leader who builds trust, capability, and momentum.

  • Clear communicator who translates complex concepts into actionable direction.

Strategic Support

  • Serve as a trusted advisor to executive leadership on digital and AI strategy.

  • Support enterprise growth, efficiency, and customer-experience transformation initiatives.

  • Partner with Finance on investment governance, ROI measurement, and value realization.

  • Collaborate with Risk, Legal, and Compliance on responsible AI and data governance.

  • Support M&A integration, digital platform consolidation, and capability acceleration.

Working Conditions

  • Hybrid executive work environment with enterprise-wide responsibility.

  • Regular engagement with C-suite leaders, senior stakeholders, and transformation teams.

  • Periodic domestic and international travel.

  • High-visibility role with direct impact on enterprise performance and competitiveness.

Job Function

  • Digital & AI Transformation Leadership

  • Enterprise Change & Modernization

  • AI Strategy, Enablement & Governance

  • Process Automation & Optimization

  • Cross-Functional Transformation Execution

  • Operating-Model Innovation

Compensation & Benefits

  • Base Salary: $349,000 – $428,000

  • Executive Annual Bonus Program

  • Long-Term Incentive Plan (Equity / Performance-Based Awards)

  • Comprehensive Executive Health Benefits

  • 401(k) with Competitive Company Match

  • Executive Coaching & Leadership Development

  • Wellness, Mental Health & Family Support Programs

  • Generous Executive PTO & Holiday Package

Why Join Us

  • Lead transformation at the intersection of digital, AI, and enterprise strategy.

  • Shape how a global organization operates, decides, and delivers value.

  • Partner directly with executive leadership and the Board on future-defining initiatives.

  • Build transformation capabilities that create lasting competitive advantage.

  • Leave a legacy by embedding AI and digital excellence into the core of the business.