Big Sky Luxury Vacations
September 28, 2023
Big Sky, Montana
Job Type
Annual Salary: $75,000 - $95,000 based on experience and achievement with an OTE (On Track Earnings) of $100,000 - $120,000



Your Next BIG Opportunity Begins Here.

Big Sky Luxury Vacations isn’t just a company; we’re a testament to Montana's majestic charm. Founded in 2012, our company’s origins trace back to a family ski trip where we discovered the beauty of Big Sky and were compelled to share it with as many people as possible. Today, based out of NY but engaged in its growth and direction, we've grown into a small, premier vacation rental and property management company, catering to those who seek the finest in Big Sky experiences with plans to expand our operations.

As a part of our team, you'll play an essential role in connecting guests to the heart of Montana. Your daily endeavors will impact how they view Big Sky, turning trips into lasting memories.

As a team, our core values are our promise, partnership, integrity, enjoyment, ingenuity, and impact. We’re looking for individuals who share our commitment to excellence, our passion for Montana, and our vision for the future.

We believe in thinking big, dreaming big, and delivering big experiences in the heart of Montana. If you're contemplating a new professional journey, consider beginning your journey with us.

We look forward to connecting.

*Relocation assistance provided


Are you a strategic visionary with a talent for translating big goals into actionable results? If leading a dynamic team in the heart of Montana's unparalleled landscapes sounds like the next best step in your career, don’t miss this opportunity.

As General Manager for Big Sky Luxury Vacations, you will step into a world where every day is a blend of innovation, connection, and change.

Your mission?

To ensure that every homeowner and guest experience is nothing less than exceptional while working towards expanding our luxury rental portfolio.

With us, no two days will be the same. You're the ideal candidate if you enjoy varied responsibilities during peak seasons, managing seamless check-ins/outs (primarily on weekends), overseeing maintenance and finances, and guiding teams to align with our improvement and growth strategies.

This role is pivotal, and with the support of our NY team and committed on-site professionals, plus our office nestled in the vibrant town of Big Sky minutes from our properties as your daily hub, you will be equipped with everything you need to succeed.

Beyond the fulfillment of leadership, we also offer a competitive salaried package, performance-based bonuses, comprehensive medical, dental, and vision benefits, and a 401(k) plan with a match

If you’re ready to help shape the future of luxury vacations in Big Sky and are motivated by variety, change, and strategic leadership, apply today!


  • Oversee all aspects of operations, including financials, human resources, property maintenance, and stakeholder relations; ensure comprehensive management of revenues, expenses, and team members while collaborating closely with NY-based company ownership.
  • Spearhead guest experience management, from pricing analysis, rate adjustments, and reservations to ensuring exceptional and consistent interactions through rental contracts, communications, and property inspections.
  • Direct comprehensive property maintenance, ensuring efficient scheduling, cost-effectiveness with vendors, and adherence to the highest standards for all properties, both routine and emergency.
  • Harness the LiveRez property management system for optimum efficiency, from guest reservations and transactions to maintenance documentation, while managing third-party platforms like VRBO and Airbnb.
  • Lead team initiatives, from weekly management meetings, monthly reporting, and standard operating procedure development to strategic marketing efforts and online brand presence enhancement.
  • Prioritize client relationships and feedback: ensure brand excellence by monitoring and addressing online reviews, maintaining up-to-date industry knowledge, and fostering rapport with all stakeholders.
  • Exhibit outstanding managerial skills, including time management, multi-tasking, and creative problem-solving to professional communication, team coaching, and fostering a proactive, positive work environment.


  • 4+ years of Previous experience working within the vacation rental industry
  • Management Experience required
  • Customer service with high-end clients is desirable
  • Sales and marketing experience in the vacation rental and property management industry
  • This position requires our agents to have reliable transportation, and a valid Driver’s License is required
  • Montana Property Manager License Needed Upon Hire
  • Minimum Education: Bachelor’s Degree


Annual Salary: $75,000 - $95,000 based on experience and achievement with an OTE (On Track Earnings) of $100,000 - $120,000

Bonus: Based on earned revenue


  • Paid time off, such as PTO, sick days, and vacation days
  • Health, Dental & Vision Insurance
  • Healthcare spending or reimbursement accounts, such as HSAs, FSAs, and HRAs
  • Long-term disability insurance
  • Short-term disability insurance
  • Relocation assistance
  • Commuting/travel assistance
  • Workplace perks such as recreation activities, food and coffee, and flexible work schedules
  • Housing available if needed

Schedule: Able to work regular business hours with the flexibility to work after hours and on weekends as needed.