VP Technology Transformation & Delivery

MSG Entertainment Holdings, LLC • New York, NY

1d • $251,000 - $300,000 • Onsite

About The Position

The Vice President, Technology Transformation & Delivery leads enterprise technology project execution, business process transformation, and organizational change management. Reporting to the SVP, Technology, this executive builds and leads a high-performing organization of Technology Project Managers, Technology Business Analysts, and Process Engineers.

The role establishes a vision for an accountable, scalable technology delivery organization that combines disciplined execution with innovation, business transformation, and continuous improvement. It focuses on improving business operations and employee workflows and ensuring technology investments deliver measurable outcomes. The Vice President advises C-suite executives, challenges established business processes, leads complex enterprise technology programs, and develops technology delivery leaders.

The position oversees a diverse enterprise portfolio spanning business applications, infrastructure, data and analytics, automation, and operational technology. It also advances process engineering, business analysis, organizational change management, portfolio governance, AI and automation adoption, and performance measurement. The role is primarily office-based at 2 Penn Plaza in New York, with periodic presence at venue and office locations across New York, Chicago, and Las Vegas. Periodic evening and weekend availability is required for live event operations and implementation cutovers; the schedule may include extended hours, nights, weekends, and holidays.

Requirements

• 15+ years of progressive experience in technology leadership, enterprise transformation, project portfolio management, or business process improvement.
• 7+ years of experience leading managers and multidisciplinary teams in complex enterprise environments.
• Bachelor’s degree, or equivalent combination of education and experience.
• Demonstrated success establishing, transforming, or significantly improving enterprise technology delivery organizations, including large-scale transformations involving technology, business processes, and organizational operating models.
• Demonstrated experience transforming enterprise platforms such as ERP, HCM, CRM, ITSM, and financial systems.
• Deep understanding of project and portfolio management, business analysis, process engineering, and organizational change management, including Lean, Six Sigma, Agile, and hybrid delivery models.
• Exceptional executive communication, negotiation, conflict resolution, and stakeholder management skills, including the ability to influence senior executives and drive alignment without relying solely on direct reporting authority.
• Strong financial acumen in technology investment planning, business case development, budgeting, and value realization, with experience overseeing complex, multimillion-dollar technology portfolios and enterprise implementations.
• Demonstrated ability to recruit, develop, mentor, and retain high-performing technology professionals.
• PMP certification required.
• Ability to work a flexible schedule and extended hours, including weekends, nights, and holidays; periodic evening and weekend availability is required.
• Primarily office-based at 2 Penn Plaza, New York, with periodic presence required at venue and office locations across New York, Chicago, and Las Vegas.

Nice To Haves

• Experience supporting multiple publicly traded companies, diversified enterprises, or complex shared-services environments.
• Experience operating in entertainment, media, sports, hospitality, or other technology-intensive businesses.
• Experience applying AI, automation, and advanced analytics to enterprise operations and technology delivery.
• Familiarity with project management and workflow digitization software such as Wrike and ServiceNow.
• Additional credentials such as PgMP, Prosci, or Lean Six Sigma.

Responsibilities

• Establish and execute a forward-looking vision for enterprise technology project management and delivery, building a scalable and accountable organization that supports live entertainment, sporting events, and corporate operations.
• Lead enterprise portfolio planning, capacity management, and resource utilization, with accountability for project outcomes, financial performance, and business value realization.
• Develop high-performing leaders and teams and foster ownership, collaboration, innovation, and execution excellence.
• Advise executive leadership on business transformation opportunities and challenge legacy operating models, inefficient workflows, and unnecessary organizational complexity.
• Lead Process Engineers in evaluating, redesigning, standardizing, and optimizing business processes using process engineering, automation, artificial intelligence, and emerging technologies.
• Establish methods for current-state assessment, future-state design, process documentation, and continuous improvement, grounding initiatives in defined business outcomes.
• Develop business cases that quantify operational improvements, cost reductions, productivity gains, and strategic benefits.
• Establish organizational change management as a core delivery capability, including stakeholder engagement, communications, training, adoption, and organizational readiness strategies.
• Partner with business executives on changes affecting people, processes, technology, and organizational structures; anticipate resistance and build stakeholder alignment.
• Embed measurable adoption and change-readiness criteria into project delivery and acceptance.
• Lead Technology Business Analysts in translating business objectives into technology requirements and solutions, and establish standards for requirements gathering, business capability analysis, solution evaluation, and stakeholder alignment.
• Ensure technology investments address business needs, align with enterprise architecture and strategic priorities, and are evaluated for measurable business value.
• Strengthen collaboration among business leaders, engineering, enterprise applications, infrastructure, cybersecurity, and external technology partners.
• Provide executive oversight for enterprise initiatives across business applications, infrastructure, data and analytics, automation, and operational technology.
• Establish mechanisms for managing scope, schedules, budgets, dependencies, risks, and resources, and resolve cross-functional obstacles to delivery and business outcomes.
• Maintain visibility into portfolio performance, financial exposure, delivery risks, and executive decisions, supported by vendor management and accountability for external implementation partners.
• Develop governance and prioritization practices for three publicly traded companies, identifying shared capabilities and economies of scale while maintaining appropriate financial controls, documentation, and governance.
• Modernize project delivery using artificial intelligence, intelligent automation, advanced analytics, and emerging delivery methodologies to reduce administrative overhead and improve team productivity.
• Establish metrics for business outcomes, delivery predictability, resource effectiveness, and stakeholder satisfaction, and promote continuous improvement, experimentation, and evidence-based decision-making.
• Provide exceptional experiences for guests, partners, and team members, including adherence to appearance and presentation guidelines while on-site.

Benefits

• Employee upskilling tools and resources to help employees understand their interests and purpose, harness their talents, and obtain skills to advance their careers.

What This Job Offers

• Job Type: Full-time
• Career Level: Executive