Senior IT Program Manager

Date:  Feb 7, 2024

Remote, Remote, US

Company:  Vail Resorts
Shift Type:  Year Round


As a leading mountain resort operator with over 40 resorts in sixteen states and four countries. We exist to create an Experience of a Lifetime for our employees, so they can, in turn, provide and Experience of a Lifetime for our guests. We are looking for leaders, innovators, creators, and ambitious professionals to join our talented team. If you’re ready to pursue your fullest potential, we want to get to know you!

Many of our Corporate function teams can now live and work in any of the states in which Vail Resorts currently operates* – enabling flexible remote work alongside a commitment to building and maintaining strong culture both in person and virtually. If you’re ready to pursue your fullest potential, we want to get to know you. Find your purpose with us at


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 Specifications

  • Outlet: Remote

  • Shift & Schedule Availability: Year Round / Full Time

  • The budgeted range starts at $89,100 - $121,305 + annual bonus.  Actual pay will be adjusted based on experience.


Job Summary:


We are actively seeking an experienced Senior IT Program Manager to join the Resort Application Development Team. The scope of this role includes leading cross-functional teams to develop and operationalize software solutions across lines of business, managing technology portfolio demand, and supporting discovery of new strategic initiatives. Working independently and leading through influence, this individual will combine their business acumen and agile knowledge to execute enterprise-wide programs.


Success in this role is dependent on building collaborative relationships with diverse stakeholders to drive outcomes and actionable recommendations. Overseeing programs of varying complexity, this role will ensure technology deliverables within a program are on time and on budget using an agile framework with multi-disciplinary teams.


Reporting to the Director of Program Management, the ideal candidate will have excellent written and communication skills, establishing themselves as a trusted partner with IT senior leadership and business partners. Through critical thinking, purpose-focused leadership, and detailed execution, this individual will contribute to a culture of program delivery excellence.


Job Responsibilities:

Drive: Achieve delivery excellence through efficient and effective program and project management practices

  • Analyze and understand business strategy and high priority goals.

  • Direct large-scale, complex IT programs with multiple internal and external constituents.

  • Define and track project milestones while developing, maintaining, and reporting on an overall integrated delivery plan. Proposes recommendations and adjustments to plans as required.

  • Engage with appropriate stakeholders to facilitate agreement on objectives and success measures, manage issue tracking and resolution, and ensure project objectives are met.


Connect: Inspire trust and build productive relationships with key stakeholders and agile delivery teams.

  • Engage broadly and deeply across the organization to quickly connect information and facilitate positive program outcomes.

  • Serve as a subject matter expert in routinely briefing key stakeholders, steering committees, etc. on different aspects of assigned initiatives to facilitate decisions.

  • Partner with stakeholders to understand their needs and use that knowledge to drive effective prioritization and roadmaps for delivery.


Develop: Create an environment of continual improvement with cross-functional teams and business partners

  • Demonstrate the ability to learn and develop as a self-starter requiring little direction.

  • Constantly learn, particularly showing an ability to lead through persuasion and value versus role authority.

  • Contribute to Vail’s talent philosophy and help others grow in their roles and career objectives.

  • Demonstrate self-awareness and accountability while also holding others accountable to deliver on schedule.


Out Front: Anticipate the needs of key leadership and facilitate as well as motivate those around you to identify solutions

  • Ensure candid communication about potential risks, advising stakeholders of mitigation tactics.

  • Escalate and take action to resolve major impediments to IT program execution.

  • Prioritize and adapt to constantly changing business needs and portfolio demand management.


Required Skills:


  • Ability to drive strategy, vision, direction, and prioritization on enterprise-wide IT programs.

  • Demonstrates curiosity and innovating thinking to influence positive outcomes.

  • Demonstrates passion for helping teams realize their full potential by coaching and enabling delivery of outstanding programs while having fun.


Project Management:

  • Ability to socialize and manage a portfolio of IT projects in support of strategic objectives.

  • Ability to manage initiatives from concept through to completion, including the development of technical assessments to inform cost and timeline.

  • Manage business operational impacts as well as technical components of the program or project.

  • Provide vision and leadership regarding organizational design and resourcing of large, complex and undefined enterprise-wide initiatives including all aspects of management from vision through execution.



  • Manage enterprise-wide programs with complex financial models including internal and external stakeholders and complex contract negotiation as needed.

  • Participate in the annual expense and capital budgeting processes & cycles.

  • Manage relationships with 3rd party vendors, including RFQs, contract negotiations, invoice payment and tracking.


Employee Management:

  • Ability to oversee programs with a considerable number of internal and contract resources across multiple projects.



  • Bachelor's degree in business, Technology or related field. MBA or other advanced business learning or coursework preferred.

  • Project Manager Professional (PMP) certification preferred.


Work Experience:

  • 5+ years of relevant work experience including proven ability to successfully lead and oversee critical, cross-functional IT projects and multi-faceted efforts.

  • Demonstrates IT project/program management and analytical skills with the ability to identify and understand complex problems, make decisions, create plans and solutions, and take action.

  • Experience with analyzing information and data to inform decision-making.

  • Self-starter and self-motivated without the need for daily direction.

  • Continuously adapts to changes and effectively navigates through ambiguity, decides and acts without having the picture totally defined, appropriately changes one’s strategy in response to new information.

  • Demonstration of strong business and financial acumen.

  • Demonstrate outstanding verbal and written communication skills to leadership. audiences, with the ability to simplify highly technical or complex problems into a logical presentation format.


The expected Total Compensation for this role is $89,100 - $121,305 + annual bonus. Individual compensation decisions are based on a variety of factors.

The perks include a free ski pass, and a set of benefits including... 

  • Medical, Dental, Vision insurance, and a 401(k) retirement plan  
  • Hourly employees are generally eligible for accrued Paid Time Off (PTO) and Sick Time.  Salaried employees are generally eligible for Flexible Time Off (FTO) 
  • Paid Parental Leave for eligible mothers and fathers  
  • Healthcare & Dependent Care Flexible Spending Accounts  
  • Life, AD&D, and disability insurance 


Reach Your Peak at Vail Resorts.  At Vail Resorts, our team is made whole by the brave, passionate individuals who ambitiously push boundaries and challenge the status quo. Whether you’re looking for seasonal work or the career of a lifetime, join us today to reach your peak.  

*Remote work is currently permitted from British Columbia 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 remotely, 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 at any time in its sole discretion.   


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  499353
Reference Date: 12/08/2023 
Job Code Function: