Director, Guest Experience Technology Portfolio Delivery

Our mission is to create the Experience of a Lifetime for our employees, so they can, in turn, create the Experience of a Lifetime for our guests. We own and operate the most renowned destination resorts in the world as well as regional and local ski areas outside major cities, and connect them all through one unrivaled network. We are looking for ambitious leaders, innovators and creators to join our talented team. If you're ready to pursue your fullest potential, we want to get to know you!

Candidates for year-round positions are reviewed on a rolling basis. Applications will be accepted up to 90 days after the posting date, or until the position is filled (whichever is first).

Job Summary:

The Director of Guest Experience Technology (GXT) Portfolio Delivery is responsible for leading portfolio planning, demand management, and resource planning, enabling the organization to effectively balance competing priorities while maximizing the value of technology investments.

Partnering with Product Management, Technology leadership, and business stakeholders, the Director establishes portfolio governance frameworks, capital planning and intake processes, and decision-making forums that support effective prioritization and investment management. This leader provides visibility into portfolio health, financial performance, delivery risks, dependencies, and resource utilization while driving consistency, accountability, and transparency across the portfolio. Success in this role requires strong business and financial acumen, executive communication skills, systems thinking, and the ability to influence outcomes across a complex, matrixed enterprise environment. This role will also directly oversee GXT program management for selective initiatives.

In addition, this role leads the Technical Product Architecture team which is responsible for translating business strategy into scalable technology capabilities, solution roadmaps, and product architectures. Working closely with product, business, engineering, and delivery leaders, the team ensures strategic alignment across initiatives, defines future-state capabilities, evaluates solution options, and drives consistency in technology and business process design.

Job Specifications:

• Starting Wage: $112,091 - $160,130 + Annual bonus + Equity

• Employment Type: Year Round

• Shift Type: Full Time hours available

• Minimum Age: At least 18 years of age

• Housing Availability: No

Job Responsibilities:

Drive: Deliver exceptional outcomes through disciplined portfolio management

• Establish clear delivery expectations, success measures, and governance practices to ensure consistent execution across the portfolio.
• Design, maintain, and publish the consolidated GXT portfolio in partnership with Delivery Managers, providing transparent views of program health, demand, capacity, financials, risks, and dependencies.
• Lead portfolio-level reporting for technology and business leadership, ensuring decisions are informed by accurate and actionable data.
• Support annual operating planning, capital planning, forecasting, and ongoing fiscal year budget management.
• Ensure strategic initiatives align to business objectives and are executed with a focus on value realization.
• Own successful delivery outcomes across assigned programs and delivery teams, including scope, schedule, financial health, resource utilization, risks, dependencies, and operational readiness.

Connect: Build trusted partnerships that align priorities, capacity, and business outcomes.

• Serve as a strategic partner to business stakeholders, Technology leadership, Digital Experience teams, and Delivery Managers to align investment priorities with organizational objectives.
• Connect portfolio priorities and demand to available capacity, facilitating decisions regarding resource planning, project sequencing, trade-offs, and allocation.
• Lead the program-level intake and assessment process for new capital demand across business-aligned domains, ensuring opportunities are evaluated consistently against priorities and delivery capacity.
• Communicate portfolio insights, recommendations, decisions, and risks clearly to technical and non-technical stakeholders.
• Build cross-functional relationships that enable transparency, collaboration, and rapid problem-solving.

Develop: Create an environment of continuous improvement and delivery excellence.

• Lead a team of three Technical Product Architects responsible for translating business strategy into technology capabilities, defining future-state solutions and roadmaps, evaluating architectural options, and ensuring alignment, scalability, and consistency across technology and business process design
• Develop talent associated with Technical Product Architecture roles, creating opportunities for growth, mentorship, and coaching.
• Establish and continuously improve delivery frameworks, governance processes, portfolio metrics, and assessment practices.
• Drive consistency in planning, estimation, forecasting, risk management, operational readiness, and delivery reporting across teams.
• Develop scalable operating models that improve visibility, predictability, and accountability throughout the portfolio.
• Foster a culture of ownership, learning, collaboration, and continuous improvement.

Out Front: Anticipate challenges, enable informed decisions, and strengthen leadership effectiveness.

• Extend the Senior Director's leadership capacity through executive communications, portfolio coordination, meeting facilitation, and stakeholder engagement.
• Prepare executive presentations, portfolio reviews, and strategic communications for leadership audiences.
• Anticipate portfolio risks, resource constraints, and organizational impacts before they become delivery issues.
• Provide recommendations on prioritization, project sequencing, portfolio trade-offs, and investment decisions based on capacity, financials, risk, and business value.
• Ensure leaders have clear visibility into key decisions, risks, dependencies, and required actions across the portfolio.
• Champion transparency, accountability, safety, and operational excellence across all areas of responsibility.

Job Requirements:

Leadership & Portfolio Management

• 10+ years of experience leading complex technology programs, portfolios, or delivery organizations.
• Proven experience managing multiple concurrent initiatives across diverse business and technology domains.
• Strong understanding of portfolio management, project delivery methodologies, governance models, demand management, and organizational planning.
• Demonstrated ability to influence decisions and drive outcomes in a matrixed environment.

Financial & Strategic Planning

• Experience managing capital budgets, forecasting, and financial reporting.
• Ability to assess business value, delivery cost, resource requirements, risk, and portfolio trade-offs.
• Experience supporting annual planning cycles, portfolio roadmaps, and resource capacity planning.

Communication & Stakeholder Leadership

• Exceptional written, verbal, facilitation, and executive communication skills.
• Ability to translate complex technical and operational information into clear, executive-ready recommendations.
• Experience facilitating leadership discussions and presenting to senior leadership.

Operational Excellence

• Strong analytical, problem-solving, and decision-making capabilities.
• Experience designing delivery frameworks, governance processes, portfolio reporting, and performance measures.
• Demonstrated success improving organizational effectiveness and delivery outcomes through continuous improvement.

Education & Certifications

• Bachelors degree in Business, Technology, Engineering, or a related field.
• MBA, PMP, PgMP, SAFe, or equivalent certification preferred.

The expected Total Compensation for this role is $112,091 - $160,130 + Annual bonus + Equity. Individual compensation decisions are based on a variety of factors.

Job Benefits

• Ski/Mountain Perks! Free passes for employees, employee discounted lift tickets for friends and family AND free ski lessons
• MORE employee discounts on lodging, food, gear, and mountain shuttles
• 401(k) Retirement Plan
• Employee Assistance Program
• Excellent training and professional development

Full Time roles are eligible for the above, plus:

• Health Insurance; Medical Insurance, Dental Insurance, and Vision Insurance plans (for eligible seasonal employees after working 500 hours)
• Free ski passes for dependents
• Critical Illness and Accident plans

Vail Resorts offers a 'Hybrid' work environment where employees living within 50 miles of the Broomfield office work on-site Tuesday, Wednesday, Thursday and have flexibility to work off-site on Mondays and Fridays. Employees living outside of a commutable distance can work remotely from British Columbia, Washington D.C., and the 16 U.S. states* in which we currently operate. This includes: California, Colorado, Indiana, Michigan, Minnesota, Missouri, New Hampshire, New York, Nevada, Ohio, Pennsylvania, Utah, Vermont, Washington State, Wisconsin, and Wyoming.

Please note that the ability to work in person or off-site, and the particulars related to such work, are subject to change at any time; and, accordingly, the Company reserves the right to change its policies and/or require in-person/in-office work or off-site work at any time in its sole discretion.

In completing this application, and when submitting related documentation, applicants may redact information that identifies their age, date of birth, and/or dates of attendance at or graduation from an educational institution.

We follow all federal, state, and local laws including restrictions on child/minor labor. Minors hired into this position will not be asked or permitted to engage in any activities restricted to adult workers.

Vail Resorts is an equal opportunity employer. Qualified applicants will receive consideration for employment without regard to race, color, religion, sex, national origin, sexual orientation, gender identity, disability, protected veteran status or any other status protected by applicable law.

Requisition ID 518833

Reference Date: 11/13/2026

Job Code Function: Product Management