Vail Resorts

Senior Director, Chief of Staff

Vail Resorts • $181K — $200K *
Business Services
8 - 10 years of experience
Job Overview by Ladders

Qualifications

  • 10+ years of relevant work experience in operations and project leadership.
  • Experience working with C-level executives and supporting large teams in matrixed environments.
  • Strong business and financial acumen, including ownership of P&L and driving business growth.
  • Exceptional analytical and project management skills for solving complex problems.
  • Excellent interpersonal skills for building relationships across diverse cultures and departments.
  • Strong communication abilities, comfortable in visible roles and large group settings.
  • Bachelor's degree in business or related field; MBA or advanced coursework preferred.

Responsibilities

  • Understand and align resources with the Mountain Division's critical business priorities.
  • Provide high-impact recommendations to the President by analyzing key issues and driving structured solutions.
  • Support the President in high-priority tasks to enhance focus on strategic objectives.
  • Plan and organize President-led events to ensure clarity of goals and effective outcomes.
  • Develop and enhance the Mountain Division management system for operational excellence.
  • Anticipate stakeholder needs while driving progress on key objectives.
  • Foster strong relationships across a highly matrixed organization.

Benefits

  • Ski/mountain perks including free employee passes and discounted tickets for friends and family.
  • More discounts on lodging, food, gear, and mountain shuttles.
  • 401(k) Retirement Plan.
  • Employee Assistance Program.
  • Excellent training and professional development opportunities.
  • Health, Dental, and Vision Insurance available for eligible employees after working 500 hours.
  • Critical Illness and Accident plans for eligible roles.
Full Job Description
Job Summary:

This role is responsible for partnering with the President of the Mountain Division in planning, overseeing and delivering Vail Resorts Mountain Division goals, priorities, initiatives and meetings, leveraging and continuously improving the management systems and tools. This role will be instrumental in ensuring executional excellence of the President's top priorities by driving the Mountain Division Senior Leadership Team (SLT) effectiveness, to deliver enterprise and functional priorities.

This facilitative leadership role requires a combination of personal drive and initiative, focus, and flexibility. The role has a particular focus on cross-functional leadership and collaboration, providing proactive planning, time management, processes and coordination/communications with internal/external stakeholders necessary to deliver on company-wide goals.

The ideal candidate will be a high-potential leader with a passion to learn and develop and grow their career in Mountain Operations. They will have a proven track record of demonstrating drive, ambition, learning agility, business acumen, and emotional intelligence. The Chief of Staff will showcase an ability to partner effectively with SLT members, other chiefs of staff, and leaders inside and outside of the Mountain Division in order to drive the agenda. The role requires leadership skills to manage complexity and ambiguity, influence/operate at the most senior executive levels, drive process, build trusted relationships across stakeholder groups, leverage outstanding communication skills, and influence effectively to mobilize the organization against an aligned agenda and priorities. This is a role designed for leaders who want the exposure, accountability, and responsibility associated with being involved in the most important issues facing the Mountain Division and Vail Resorts.

Job Specifications:

  • Starting Wage: $181,500 - $200,000 + 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
  • Gain a deep understanding of the Company's strategy and drive it by analyzing and understanding the Division's business strategy and high priority goals, and helping to align and prioritize resources to the most critical business priorities.
  • Deliver high-impact solutions to the President by filtering information, identifying key issues, defining appropriate work structure, and driving workable recommendations that create value.
  • Partner closely with the President to support key areas of work to provide the President leverage to focus on the highest priorities.
  • Lead and organize efforts to plan and develop key President-led events to achieve desired outcomes (e.g., management and leadership meetings, off-sites, etc.), ensuring that that all meeting goals and agendas are clear and identified in advance, and that decisions and critical follow-ups are clear and understood.
  • Understand and evolve the Mountain Division management system.

Out Front:
  • Anticipate the needs of the President and other stakeholders and focus on the most critical objectives to drive progress.
  • Think through and prepare President ahead of meetings, interviews, or other external or internal engagements.
  • Work closely with Executive Assistant to understand logistical needs and constraints and get out front of potential resource challenges and/or risks and proposed mitigations.
  • Develop and manage the plans to ensure we deliver measurable results on-time.
  • Ensure timely and consistent communication on all projects to facilitate a clear understanding of ongoing projects and their prioritization.
  • Lead production of all board materials for the Division.

Connect:
  • Inspire trust and build strong, positive, productive relationships with key stakeholders across a highly matrixed organization.
  • Instill a very high level of trust from the President and the Mountain Division SLT in confidentiality and discretion and act as a sounding board, providing an independent perspective.

Develop:
  • Create an environment of continual improvement both inside and outside of direct team.
  • Demonstrate the desire and passion to learn and develop, particularly showing an ability to lead through influence versus role authority.

Elevate:
  • Unlock the potential of the Mountain Division leadership teams by designing engagements and ways of working that enable differences to coexist and thrive.
  • Help identify and challenge systemic barriers to equity and integrate the work to change those policies and practices into the agenda, to have a lasting and enterprise impact.

Re-Imagine:
  • Bring new ideas, methods, and approaches to Vail Resorts and this role.
  • Leverage own expertise to challenge the status quo and drive decisions and actions necessary to improve our business processes.
  • Prioritize and adapt in a constantly changing business setting and be relentless in a quest for continuous improvement.

Passion:
  • Demonstrate an unyielding passion for the guest experience, culture, mission and vision. Lead by example and aligned to our values and inspire others to follow.


Job Requirements:
  • 10+ years of relevant work experience including proven ability to successfully lead and oversee critical projects and multi-faceted efforts, including in operations.
  • Experience supporting and working with C-level executives in a business environment.
  • Experience leading large teams and experience with matrixed environments, leading thru influence.
  • Strong business and financial acumen including experience owning a P&L and driving incremental business growth.
  • Project/program management and analytical skills with the ability to identify and understand complex problems, make decisions, create plans and solutions, and take action.
  • Passion for guest and employee experience.
  • Possesses strong interpersonal and relationship building skills with adaptability to work with people from various cultures and areas of the business; builds and maintains highly effective working relationships; has a comprehensive and well-developed network.
  • Strong learning agility who enjoys and excels in environments where he/she must tackle and solve new and increasingly complex strategic business challenges and issues-incorporating the newest ideas, technologies, and approaches to business.
  • A polished communicator and listener who is comfortable in a visible role; highly effective in both 1:1 settings and with large groups.
  • Strong coordination capabilities; able to manage resources across the organization, and implement systems for tracking multiple priorities and deadlines (e.g., board meeting preparation and materials, quarterly business reviews, all-hands meetings, senior management retreats, etc.)
  • Bachelor's degree. Degree in business or related field preferred; MBA or other advanced business learning or coursework preferred


The expected Total Compensation for this role is $181,500 - $200,000 + 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 for Broomfield-based roles where employees must live within 50 miles of the Broomfield office and work on-site Tuesday, Wednesday, Thursday and have flexibility to work off-site on Mondays and Fridays.

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.

Requisition ID 518019
Reference Date: 09/30/2026
Job Code Function: Chief of Staff

About Vail Resorts

Vail Resorts is a mountain resort company that operates ski resorts and hotels in North America. The company was founded in 1997 and is headquartered in Broomfield, Colorado. Vail Resorts' ski resorts include Vail, Beaver Creek, Breckenridge, Keystone, Park City, Heavenly, Northstar, Kirkwood, Stowe, Okemo, Mount Sunapee, and Whistler Blackcomb. The company also operates hotels and other lodging properties in these locations. Vail Resorts has a market capitalization of over $10 billion and generated over $2 billion in revenue in 2020.
Learn more about Vail Resorts
Size
6,100 employees
Market Cap
$9.6 billion
Industry
Net Income
-$7 million
Founded
1992
5 Year Trend
+5.8%
Revenue
$1.5 billion
NASDAQ

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