Director: Infrastructure

Vail Resorts•South Lake Tahoe, CA
•Hybrid

About The Position

The IT Field Services Regional Director develops and leads Field IT across an assigned region to execute strategy, drive business success, improve technology delivery and efficiency, and create an excellent employee experience. The role is accountable for regional support, service delivery, project execution, leadership effectiveness, workforce capability, financial stewardship, and operational performance. Reporting to the Field IT Sr. Director, the Western U.S. Director helps shape Field IT priorities, roadmaps, operating models, and enterprise improvements, then translates them into coordinated regional execution. The role works with the Field IT Extended Leadership Team, business leaders, and enterprise technology teams to align priorities, influence decisions, and deliver practical, scalable solutions. This leader develops Field IT leaders and organizational capability while fostering a safe, positive, inclusive, and high-performing culture. Success requires enterprise thinking, disciplined execution, strong cross-functional influence, financial and technical acumen, and commitment to employees, guests, and business outcomes.

Requirements

  • 5+ years of progressively responsible technology leadership experience, including leadership of managers and geographically distributed teams.
  • Demonstrated success executing strategy, leading service delivery and complex initiatives, and delivering measurable organizational outcomes.
  • Ability to influence and collaborate with director-level and executive leaders across IT and the business.
  • Strong people leadership experience, including leader development, succession planning, organizational design, and employee engagement.
  • Strong business, financial, portfolio, capacity, vendor, risk-management, and executive communication skills.
  • Understanding of enterprise and field technologies, production support, information security, compliance, and high-availability service delivery.
  • Ability to travel within the assigned region and to other company locations as business needs require.

Nice To Haves

  • Education or equivalent experience in business, technology, information systems, organizational leadership, or a related field.
  • Experience in resort, hospitality, retail, or another geographically distributed and operationally complex business.
  • Experience leading centers of excellence, shared-service improvement, enterprise governance, or large cross-functional initiatives.
  • Strong understanding of enterprise and operational technologies and experience with organizational change and operating-model design.

Responsibilities

  • Lead Field IT operations, service delivery, projects, and people leadership across the assigned region.
  • Establish regional priorities, operating rhythms, decision rights, measures, and accountability aligned with Field IT and company strategy.
  • Partner with the Field IT Sr. Director to develop, refine, communicate, and execute Field IT strategy, roadmaps, and operating plans.
  • Translate strategy into coordinated regional objectives, initiatives, resource plans, and leader accountabilities.
  • Lead selected strategic initiatives from ideation and planning through adoption, measurement, and sustained operations.
  • Contribute to IT ELT priorities, decisions, and shared outcomes while representing Field IT capabilities, capacity, risks, dependencies, and business context.
  • Build trusted relationships with IT directors, senior business and resort leaders, enterprise teams, and vendors.
  • Connect Field IT leaders and subject-matter experts with enterprise teams to shape integrated, supportable, and scalable solutions.
  • Guide multi-year regional technology roadmaps aligned with business needs, Field IT priorities, enterprise architecture, and information security.
  • Create transparency around demand, capacity, investments, risks, tradeoffs, and delivery commitments.
  • Own reliable, consistent, business-aligned regional support and service outcomes.
  • Lead project and program governance with clear scope, ownership, schedule, budget, quality, risk management, adoption, and business outcomes.
  • Use service, project, customer, financial, workforce, and operational measures to improve performance and accountability.
  • Balance operational demand, seasonal readiness, strategic commitments, and project portfolios through transparent capacity and prioritization practices.
  • Anticipate and escalate material risks, dependencies, service concerns, and resource conflicts with clear recommendations.
  • Simplify work, reduce duplication, increase consistency, and scale effective solutions across Field IT.
  • Sponsor best-practice groups, communities of practice, and centers of excellence that strengthen shared standards, playbooks, tools, controls, and measures.
  • Promote standardization where it improves quality and efficiency while recognizing legitimate regional or local requirements.
  • Use data, feedback, benchmarking, and lessons learned to improve services, processes, technology, and operating models.
  • Create an excellent employee experience and a safe, positive, inclusive, respectful, and high-performing regional culture.
  • Lead and develop Sr. Managers, Managers, and other Field IT leaders through clear expectations, coaching, feedback, recognition, and accountability.
  • Build leadership depth through workforce planning, succession planning, talent reviews, mentoring, stretch opportunities, and intentional development.
  • Act on employee feedback to improve communication, inclusion, development, workload practices, engagement, and team connection.
  • Balance coverage, operational needs, projects, and employee well-being through responsible staffing and sustainable workloads.
  • Lead regional operating and capital planning, forecasting, purchasing, and financial performance.
  • Align structure, staffing, skills, capacity, and investments with current demand and future strategy.
  • Oversee vendors and contracts with accountability for service, cost, risk, performance, and value.
  • Proactively manage information security, compliance, privacy, safety, continuity, documentation, controls, and operational risk.
  • Travel within the assigned region and to other company locations as business needs require.

Benefits

  • Annual bonus and equity
  • Free employee ski passes
  • Discounted lift tickets for friends and family
  • Free ski lessons
  • Employee discounts on lodging, food, gear, and mountain shuttles
  • 401(k) Retirement Plan
  • Employee Assistance Program
  • Training and professional development
  • Health insurance, including medical, dental, and vision plans (subject to eligibility conditions stated in the posting)
  • Free ski passes for dependents
  • Critical Illness and Accident plans
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