Senior Director, Regional General Manager

Date:  Jul 13, 2026
Location: 

Wilmot, WI, US

Company:  Wilmot Mountain
Shift Type:  Year Round

 

Create Your Experience of a Lifetime!

 

Come work and play in the mountains!  Whether it’s your first-time seeing snow or you were born on the slopes, joining our team means discovering (or re-discovering!) a passion for the outdoors while building lifelong connections with teammates and guests from around the world.

 

With 40+ resorts across 3 continents, you can join our team for a season or stay to build a career. From day one, you'll receive some of the highest compensation rates in the industry, free Epic pass(es) along with free ski and snowboard lessons, 40% retail discounts, the chance to grow through Epic Service - our leading training and development experience, and wellness benefits to fuel your success.

 

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 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
  • Referral Program
     

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

 

Job Summary:

The Senior Director, Regional General Manager is a member of the Operations Leadership Team and is primarily responsible for the successful development, communication and execution of a culture that delivers an experience of a lifetime for our employees and guests. This role will oversee resort operations at Wilmot in Wisconsin, Mt Brighton in Michigan, Hidden Valley and Snow Creek in Missouri, and will be based out of one of these locations. In close partnership and alignment with the Regional VP, this position has full business ownership and oversite of their sub-region. As a member of the Region's senior leadership team, the position executes in the development, communication and implementation of company and resort strategic goals & initiatives for long term growth.

 

The right candidate will:

  • Demonstrate strong learning agility.
  • Enjoy and excel in environments where they must tackle and solve new and increasingly complex strategic business challenges and issues—incorporating the newest ideas, technologies, and approaches to business.
  • Be a brave, ambitious and passionate leader while also demonstrating a high level of emotional intelligence and self-awareness.
  • Be an inspiring leader with a demonstrated track record of building high-performing teams and developing talent.
  • Foster an inclusive environment that values unique perspectives and contributions of all team members, driving the development of diverse talent, promoting innovation and growth within the organization.

 

Job Specifications: 

  • Starting Wage: $110,000 - $156,000 + annual bonus + equity 
  • Employment Type: Year Round 
  • Shift Type: Full Time hours
  • Minimum Age: At least 18 years of age 
  • Housing Availability: No 

 

Job Responsibilities:

  • Prioritize and adapt in a constantly changing business and environmental setting.
  • Be accountable for business performance of the resorts in their scope including expense management and revenue generation while meeting or exceeding all metrics and goals.
  • Be an expert in mobilizing enterprise resources to execute complex business strategies
  • Lead a sphere of influence that includes indirect management of resort functions and partnership of corporate functions including Sales & Marketing, Information Technology, Finance, HR, Development, and others.
  • Become a leader in the enterprise through the development and execution of progressive and smart strategic, master, and capital plans.
  • Be an Inspirational leader with the ability to form effective internal and external business partnerships that influence the business.
  • Responsible for maintaining a fully staffed organization as well as the on-going training and development of all direct reports. Develops and maintains a succession planning strategy in line with the organization’s talent philosophy.
  • Stay abreast of ski industry trends and news; grow industry relationships and expertise. Use expertise to influence positive change throughout Vail Resorts.
  • Ensure all company records are updated and that the necessary permits are in place for continued operation and Ski Area is fully compliant with local, state and federal rules and laws
  • Other duties as assigned.

 

Job Requirements:

  • Bachelor’s Degree and/or a minimum of 10+ years of multi-unit leadership experience with growing levels of responsibility.
  • Ability to read, interpret, and initiate action against financial reports.
  • Outstanding track record for building a driven organization in a growth-oriented company.
  • Ability to think strategically, understand sophisticated business challenges and formulate effective solutions designed to improve results.
  • Experience setting a shared vision and direction and building the excitement needed to influence a wide variety of stakeholders.
  • Strong interpersonal skills and ability to achieve desired results in a fast-paced, highly competitive, multi-tasking environment.
  • Strong organizational, problem-solving, communication, negotiation and resolution skills.
  • Ability to make effective and persuasive presentations on sophisticated topics to leadership.
  • Ability to conduct and analyze research related to consumers, industries, markets and competitors.
  • Sophisticated proficiency in MS Office Products; Excel, Word, Outlook and PowerPoint

 

The expected pay range is $110,000 - $156,000 + annual bonus + equity. This is the pay range we reasonably expect to pay for this position. Individual compensation decisions are based on a variety of factors.

 

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  515740
Reference Date: 07/14/2026 
Job Code Function: Leadership - Mtn Ops
  


Nearest Major Market: Kenosha
Nearest Secondary Market: Milwaukee