Industry: U.S. Global Enterprise Technology & AI Services Platform
Executive Leadership Team | Reports to: Chief Executive Officer & Chief Talent Officer
Location: Remote – United States
About the Organization
We are a U.S.-based global enterprise technology and artificial intelligence services platform delivering mission-critical cloud transformation, AI deployment, cybersecurity modernization, and digital infrastructure programs to Fortune 1000 organizations and federal-adjacent institutions.
Operating in a knowledge-intensive, innovation-driven sector, our competitive advantage is directly tied to workforce capability, leadership readiness, and continuous skill evolution. As emerging technologies reshape enterprise operations at unprecedented speed, structured learning architecture and executive development programs are essential to sustaining market leadership.
With distributed teams across the United States and strategic global delivery hubs, we are building a culture grounded in technical excellence, adaptive leadership, and disciplined capability development.
We are seeking a visionary Chief Learning Officer to architect enterprise-wide learning strategy, leadership development infrastructure, technical upskilling programs, and future-ready workforce capability frameworks, fully remote within the United States.
This is not a training oversight role. This is a long-horizon enterprise talent capability mandate.
Job Function
The Chief Learning Officer will define and execute a multi-year enterprise learning and development strategy aligned with digital transformation, AI advancement, leadership succession planning, and workforce scalability objectives.
This executive ensures the organization maintains competitive technical depth, leadership bench strength, and adaptive learning culture at scale.
Essential Duties and Responsibilities
- Architect and implement an enterprise-wide learning strategy aligned with long-term growth
- Develop executive leadership development and succession readiness programs
- Oversee enterprise technical upskilling initiatives in AI, cloud, cybersecurity, and data engineering
- Establish learning governance frameworks and ROI measurement standards
- Lead digital learning platform modernization and content strategy
- Implement workforce capability mapping and skills gap analysis
- Strengthen internal mobility and career pathway frameworks
- Develop high-potential acceleration programs
- Align learning initiatives with enterprise performance and productivity goals
- Guide compliance and regulatory training governance where applicable
- Present workforce capability readiness updates to executive leadership and the Board
- Lead distributed learning and development teams nationwide
Strategic Support
- Advise the CEO and executive leadership on long-term workforce readiness
- Support national expansion initiatives through disciplined capability planning
- Contribute to post-acquisition talent integration and cultural alignment
- Align learning strategy with enterprise innovation roadmap
- Strengthen employer brand positioning through visible learning investments
- Guide the digital transformation of enterprise knowledge management systems
Job Qualifications and Requirements
- 18+ years of progressive learning, talent development, or organizational leadership experience
- 8+ years in executive roles within technology, AI, consulting, or knowledge-intensive enterprises
- Proven experience designing enterprise-scale leadership and technical development programs
- Strong expertise in workforce capability analytics and performance alignment
- Experience leading distributed national learning organizations
- Demonstrated success in building future-ready workforce ecosystems
- Bachelor’s degree required; advanced degree in Organizational Development, Education, Business, or related field preferred
Personal Capabilities and Qualifications
- Strategic visionary with disciplined execution orientation
- Executive presence and strong Board-level communication capability
- High emotional intelligence and coaching orientation
- Data-driven and ROI-focused decision-maker
- Resilience in fast-evolving technology environments
- Strong cross-functional influence and collaboration skills
- Ability to lead distributed teams effectively
- Culture-building mindset with long-term perspective
Working Conditions
- Fully Remote – United States
- Periodic domestic travel for executive leadership summits and workforce development initiatives (15–25%)
- High-accountability role tied to workforce readiness and leadership pipeline KPIs
- Executive-level reporting visibility
- Collaboration across distributed national and global teams
Compensation & Benefits
Total Executive Compensation Package: $310,000 – $420,000 USD
Executive Compensation Includes:
- Competitive base salary within stated range
- Performance-based annual incentive aligned with workforce capability metrics
- Long-term equity participation and executive incentive plans
- Comprehensive health, dental, and vision coverage
- 401(k) with employer contribution
- Remote work flexibility and executive home office support
- Executive leadership coaching and advisory programs
- Generous PTO and executive leave structure
Why Join Us
- Lead enterprise learning architecture within a high-growth AI and technology platform
- Influence workforce transformation at a national scale
- Partner with executive leadership to shape long-term capability strategy
- Competitive executive compensation aligned with enterprise impact
- Opportunity to build one of the most advanced learning ecosystems in the technology sector
