VP Technology Transformation & Delivery

MSG Entertainment Holdings•New York City, NY

17h•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 a technology delivery organization that combines disciplined execution with innovation, business transformation, and continuous improvement. The Vice President advises C-suite executives, challenges established business processes, leads complex enterprise technology programs, and develops technology delivery leaders. The position focuses on improving business operations and employee work through technology and measurable business outcomes. The role oversees enterprise portfolio planning, capacity management, and resource utilization; process engineering and organizational change; technology business analysis and solution alignment; and execution of a diverse portfolio of enterprise initiatives. It also advances automation, artificial intelligence, analytics, delivery methods, and performance measurement. The position 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, a flexible schedule, and extended hours including weekends, nights, and holidays are required.

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 significant changes to 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, with the ability to influence senior executives and drive alignment across complex organizations without relying solely on direct reporting authority.
Strong financial acumen, including 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.
Must be able to work a flexible schedule and extended hours, including weekends, nights, and holidays; periodic evening and weekend availability is required for live event operations and enterprise implementation cutover activities.
Periodic presence is required at venue and office locations across New York, Chicago, and Las Vegas.

Nice To Haves

Additional credentials such as PgMP, Prosci, or Lean Six Sigma.
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.

Responsibilities

Establish and execute a forward-looking vision for enterprise technology project management and delivery, building a scalable and accountable organization supporting live entertainment, professional 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 assessing, redesigning, standardizing, and optimizing business processes using process engineering, automation, artificial intelligence, and emerging technologies.
Establish methodologies 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.
Partner with business executives on complex 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 actionable technology requirements and solutions.
Establish standards for requirements gathering, business capability analysis, solution evaluation, and stakeholder alignment.
Ensure technology investments address underlying business needs, align with enterprise architecture and strategic priorities, and deliver measurable business value.
Strengthen collaboration among business leaders, engineering, enterprise applications, infrastructure, cybersecurity, and external technology partners.
Provide executive oversight for enterprise initiatives spanning business applications, infrastructure, data and analytics, automation, and operational technology.
Establish mechanisms for managing scope, schedules, budgets, dependencies, risks, and resource allocation, and resolve cross-functional obstacles to delivery.
Maintain visibility into portfolio performance, financial exposure, delivery risks, and executive decision requirements, and ensure disciplined vendor management and accountability for external implementation partners.
Develop governance and prioritization practices that accommodate the distinct requirements of three publicly traded companies while identifying shared capabilities and economies of scale and 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 productivity.
Establish metrics for business outcomes, delivery predictability, resource effectiveness, and stakeholder satisfaction, and promote continuous improvement, experimentation, and evidence-based decisions.
Provide exceptional experiences for guests, partners, and team members, including adherence to appearance and presentation guidelines while on-site.