Big Sky’s #1 Vacation Rental Company – Best of Big Sky 2019, 2020, 2021, 2022

Two Pines is Big Sky’s only local property management company! Come join out team of hardworking professionals who have a deep passion for the outdoors and skiing!

Big Sky: A breathtakingly vast and awe-inspiring natural wonder.

Operational Specialist – Two Pines Properties

Big Sky, Montana
$21.00 – $23.00 / hour
Some experience required
Start Date:
Starts immediately!

We are seeking a dynamic and detail-oriented Operations Specialist to join our team in Big Sky, Montana. As an Inspector, you will play a crucial role in maintaining the high standards of our properties by conducting thorough inspections before guest arrivals and after check-outs. Your proactive approach and keen attention to detail will contribute to preventative care and ensure the accountability of our cleaning teams. This role involves a combination of on-site property inspections, inventory management, effective communication, and collaboration with various teams.


  1. Professional Representation:
    – Represent the company in a professional manner during all interactions.
    – Ensure a positive guest experience through excellent customer service.
  2. Inspections:
    – Perform arrival and departure inspections to uphold property standards.
    – Identify and report any maintenance or cleaning issues that require attention
  3. Stocking:
    – Manage inventory levels for supplies in cars and homes.
    – Ensure that all necessary items are stocked appropriately for guest needs.
  4. Reporting:
    – Document and report maintenance or cleaning issues promptly.
    – Provide detailed and accurate reports to contribute to the continuous improvement of property quality.
  5. Communication:
    – Maintain professional and effective communication with team members.
    – Collaborate with the pre-arrival team for additional services and coordination.
  6. Guest Services:
    – Handwrite welcome notes for guests to enhance their experience.
    – Facilitate in-house guest deliveries as needed.
  7. Breezeway Tasks:
    – Execute tasks assigned through the Breezeway platform efficiently.\


  • Experience
    – Minimum of two years of experience in Guest Services; background in Hospitality is preferred.
  • Technical Skills:
    – Strong knowledge of Gmail, Google Docs, Google Sheets, and Excel.
    – Ability to quickly adapt to and effectively use multiple guest reservation platforms and software.
  • Adaptability:
    – Excitement and willingness to participate in a growing and changing work environment.
  • Location:
    – Must currently live in or be willing to relocate to Big Sky, Montana.
  • Availability:
    – Dependable with the flexibility to work weekends, nights, and/or holidays based on business demands.

Join our team and be an integral part of maintaining the exceptional quality of our properties in the beautiful surroundings of Big Sky, Montana!

How to Apply

Email your resume to We are currently not accepting H2B’s.

Contact Info

The Scoop

Spring, Summer, and Winter
Staff Size
Whether included in the compensation package or provided at a cost, housing is provided for staff.
Housing details
Housing in Big Sky! 10 minutes to Biggest Skiing in America. Double occupancy housing available in a beautiful home in Big Sky, MT. Please inquire about more
Family Housing Available
Single Occupancy Housing Available
Pet Friendly
Cell phone service
Yes, most carriers
Internet access
Hey RV Guys - Helping one RV'er at a time!

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