Chief Operating Officer / Managing Director
SkyRun Vacation Rentals – Park City, Utah
Park City, Utah (On-Site Leadership Role)
SkyRun Park City is seeking a Chief Operating Officer / Managing Director to lead the operational and financial performance of a fast-growing vacation rental management company in one of the most dynamic resort markets in the country.
We manage 100+ luxury homes and condos across Park City and Deer Valley , delivering exceptional guest experiences while maximizing financial performance for homeowners.
This role is responsible for leading the company’s day-to-day operations, driving profitability, building scalable systems, and guiding the next phase of company growth.
The COO will partner closely with the founder while owning operational execution, leadership accountability, and financial outcomes across the organization.
About SkyRun Park City
SkyRun Park City is a locally owned vacation rental management company representing over 100 luxury properties in Park City and Deer Valley.
We combine professional hospitality systems with local expertise to deliver:
• Exceptional guest experiences
• Strong homeowner financial performance
• Reliable property care and operational excellence
Our team manages the full lifecycle of vacation rental operations including guest services, housekeeping, inspections, maintenance, revenue management, and homeowner relations.
As the company continues to grow, we are looking for a leader who can scale operations, improve systems, and drive sustainable profitability.
What You Will Own
This role carries clear operational and financial accountability .
Success will be measured through a leadership scorecard including:
• Net profit growth and margin expansion
• Homeowner retention and satisfaction
• Net property portfolio growth
• Operational efficiency across departments
• Leadership accountability and EOS execution
The COO is responsible for building the systems, leadership team, and operational discipline that allow the company to scale beyond the founder.
Key Responsibilities
-Operational Leadership
• Lead day-to-day operations across guest services, property care, housekeeping, maintenance, inspections, and revenue management
• Ensure operational quality and consistency across the property portfolio
• Improve operational efficiency through systems, automation, and process improvements
-Financial Leadership
• Own company-wide P&L performance
• Lead budgeting, forecasting, and financial performance reviews
• Identify opportunities to improve margins while maintaining service standards
-Team Leadership
• Build, coach, and lead a high-performing team of 10–15 employees plus subcontractors
• Implement clear KPIs, scorecards, and accountability structures
• Maintain a culture of ownership, transparency, and operational discipline
-Growth & Strategy
• Execute the company’s growth strategy, targeting 35+ net new properties per year
• Support marketing and revenue strategies that improve occupancy and ADR
• Identify operational improvements and new opportunities for expansion
• Partner with the homeowner relations team to maintain strong owner trust and retention
• Communicate property performance and operational updates clearly and consistently
Ideal Background
Strong candidates will bring experience leading multi-unit service operations with clear financial accountability.
Typical experience may include:
• COO, VP Operations, or senior operations leadership roles
• Hospitality, vacation rentals, property management, or service businesses
• Experience owning P&L performance and operational scaling
• Experience implementing EOS / Traction operating systems
• High technical fluency with dashboards, PMS platforms, automation, and operational data
You should be comfortable thinking strategically while also solving operational problems quickly.
We offer executive-level compensation designed to reward operational performance and long-term leadership.
Why This Role Is Unique
This is not a typical hospitality management role.
This is a true operating leadership position with authority and accountability to:
• Drive profitability
• Scale operations
• Lead a growing organization
• Build long-term enterprise value
For the right operator, this role offers the opportunity to become a long-term partner in building one of the premier vacation rental management companies in the region.
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