Industry: U.S. Global Enterprise Technology, Cloud Infrastructure & Artificial Intelligence Platforms
Executive Transformation Leadership | Reports to: Chief Digital Officer
Location: Remote – United States (with global transformation program travel)
About the Organization
We are a U.S.-headquartered global enterprise technology organization delivering next-generation cloud infrastructure, artificial intelligence platforms, advanced data analytics systems, and digital modernization solutions to Fortune 500 companies across financial services, healthcare, telecommunications, manufacturing, and government sectors.
Our organization partners with some of the world’s largest enterprises to modernize legacy infrastructure, implement AI-powered operational systems, migrate complex technology environments to the cloud, and redesign digital business models for the next era of intelligent automation.
Across industries, organizations are undergoing unprecedented digital disruption driven by artificial intelligence, data-driven decision making, cybersecurity challenges, and evolving customer expectations. As a result, enterprises must transform legacy processes, modernize technology ecosystems, and redesign operating models to remain competitive.
Our company leads some of the most complex digital transformation programs globally, spanning enterprise platform migrations, AI adoption initiatives, advanced analytics deployment, operational automation, and end-to-end technology modernization.
We are seeking a strategic and execution-focused Director of Digital Transformation to lead large-scale enterprise transformation initiatives and help organizations successfully transition into digitally enabled operating models.
This is not a traditional IT leadership role. This is a strategic transformation leadership position responsible for driving enterprise-wide modernization programs and operational innovation.
Job Function
The Director of Digital Transformation will lead enterprise modernization initiatives, including cloud migration programs, AI integration, digital operating model redesign, and large-scale technology transformation projects.
This executive ensures that digital initiatives generate measurable improvements in operational efficiency, customer experience, and long-term business performance.
Essential Duties and Responsibilities
- Lead enterprise digital transformation initiatives across technology, operations, and customer experience platforms.
- Design and implement modernization roadmaps for cloud infrastructure, AI-driven analytics, and digital workflow automation.
- Partner with executive leadership to identify strategic opportunities for digital innovation and operational improvement.
- Oversee large-scale transformation programs including ERP modernization, enterprise data platform deployment, and automation initiatives.
- Develop governance frameworks ensuring transformation initiatives are delivered on time and aligned with business objectives.
- Implement KPI dashboards measuring transformation ROI, operational performance improvements, and digital adoption metrics.
- Guide the integration of emerging technologies, including artificial intelligence, machine learning, and advanced analytics platforms.
- Lead cross-functional teams across IT, operations, product development, and customer experience functions.
- Identify opportunities to improve operational efficiency through process automation and digital workflow optimization.
- Support enterprise cybersecurity modernization and digital risk management initiatives.
- Manage transformation program budgets, timelines, and performance outcomes.
- Present digital transformation progress and strategic recommendations to executive leadership and Board stakeholders.
- Build and mentor high-performing digital transformation teams and program leaders.
Strategic Support
- Advise Chief Digital Officer and executive leadership on long-term enterprise modernization strategy.
- Support mergers and acquisitions through digital systems integration and technology platform alignment.
- Guide organizational change management initiatives supporting digital adoption across business units.
- Align transformation initiatives with long-term corporate growth strategies and operational scalability.
- Contribute to enterprise innovation strategy by identifying emerging digital technology opportunities.
- Strengthen digital governance frameworks supporting enterprise technology modernization.
Job Qualifications and Requirements
- 15+ years of progressive leadership experience in digital transformation, enterprise technology strategy, or business modernization initiatives.
- 7+ years within technology consulting, enterprise software, cloud infrastructure, or AI-driven digital platforms.
- Demonstrated success leading large-scale enterprise transformation programs across complex organizations.
- Strong expertise in cloud computing, enterprise software modernization, AI adoption, and digital operating models.
- Experience implementing enterprise technology platforms such as ERP, CRM, data analytics infrastructure, and automation systems.
- Proven ability to lead cross-functional teams and manage complex transformation programs.
- Strong executive communication skills with experience presenting strategic initiatives to senior leadership.
- Bachelor’s degree required in Business, Technology, Engineering, or related discipline; MBA or advanced degree strongly preferred.
Personal Capabilities and Qualifications
- Strategic thinker capable of connecting technology innovation with business outcomes
- Executive presence with strong leadership and stakeholder influence
- Data-driven decision-maker focused on measurable transformation impact
- Exceptional problem-solving capability in complex enterprise environments
- Strong collaboration skills across technology, operations, and commercial teams
- Resilient leader comfortable navigating large-scale organizational change
- Strong organizational and project leadership discipline
- Builder of high-performing transformation teams
Working Conditions
- Fully Remote – United States
- Periodic domestic and international travel for enterprise transformation initiatives and executive planning sessions (25–35%)
- High-accountability role tied to digital transformation performance and strategic initiative outcomes
- Executive-level visibility with reporting responsibilities to senior leadership teams
- Collaboration across global cross-functional teams and enterprise clients
Compensation & Benefits
Total Executive Compensation Package: $300,000 – $425,000 USD
Compensation Includes:
- Competitive base salary within stated range
- Performance-based annual incentives aligned with transformation success metrics
- Long-term equity participation and executive incentive plans
- Comprehensive health, dental, and vision coverage
- 401(k) retirement plan with employer contributions
- Executive home office and travel support
- Leadership development and professional advisory programs
- Generous PTO and executive leave structure
Why Join Us
- Lead transformative digital initiatives shaping the future of enterprise technology.
- Work alongside executive leadership, driving innovation across global industries.
- Influence large-scale modernization programs impacting Fortune 500 organizations.
- Competitive executive compensation aligned with measurable transformation outcomes.
- Opportunity to build and lead digital transformation programs at a global scale.
