Operations Manager

STAY MONTANA

Operations Manager

Full-Time • In-Field / In-Office • Whitefish, MT

The Operations Manager is one of the most important roles at Stay Montana. You are the standard-bearer for property quality and the direct leader of our field team - the person who sets the tone, holds the line, and makes sure every property is guest-ready, every shift. This is a hands-on leadership role that blends people management, property oversight, and cross-functional coordination. If you lead by example, solve problems before they escalate, and take genuine ownership of your work, this is the role for you.

Property & Portfolio Operations

• Oversee the day-to-day physical condition of all properties in your portfolio, ensuring every home meets company quality standards at all times

• Conduct and coordinate property inspections for arrivals, departures, maintenance events, and owner requests - including urgent and unplanned visits

• Manage repairs, preventive maintenance, and property upkeep through in-house staff and vetted vendor relationships

• Respond to property emergencies and at-risk owner situations with urgency and professionalism

• Maintain accurate, up-to-date documentation of property conditions, work orders, maintenance history, and vendor performance in Breezeway and other platforms

Team Leadership & Development

• Lead, coach, and hold accountable a team of Inspectors - setting clear expectations and delivering consistent feedback

• Build and manage weekly schedules, daily task assignments, and workload distribution for inspectors, cleaners, and vendors

• Interview and onboard new team members in partnership with HR; maintain staffing levels to meet seasonal demand

• Conduct regular one-on-ones and team huddles to align priorities, address challenges, and develop your team

• Foster a culture where accountability and excellence are the expectation, not the exception

Communication & Cross-Functional Collaboration

• Serve as the primary operational contact for Guest Services, Owner Relations, Business Development, and Maintenance - providing timely, detailed communication on property issues and field conditions

• Represent the operations team in owner-facing meetings and property walkthroughs with professionalism and confidence

• Partner with the Director of Operation/General Manager on process improvements, seasonal planning, and portfolio growth

• Coordinate with vendors and contractors on scheduling, scope of work, quality control, and invoicing

Inventory & Process Management

• Maintain the office par inventory of common maintenance supplies; ensure field teams are stocked and vehicles are prepared at the start of each shift

• Enforce the inspector shift-start checklist process to minimize unplanned runs and maximize time on property

• Identify operational inefficiencies and proactively recommend solutions that improve quality, reduce cost, and enhance the guest and owner experience

• A natural leader who earns respect through consistency, competence, and presence on the ground

• Calm under pressure, decisive when it counts, and solutions-focused when things go sideways

• Detail-oriented — you notice what others miss and nothing falls through the cracks on your watch

• Organized and able to manage competing priorities without losing sight of what matters most

• Clear and professional communicator across all platforms — written and verbal

• Tech-comfortable: Microsoft Office 365, Breezeway, and mobile communication tools

• REAL - Respectful, Excellent, Accountable, a Leader

Required

• High school diploma or equivalent

• 2–3 years of supervisory or management experience in property management, hospitality, facilities, or field operations

• Valid driver's license and reliable personal transportation

• Availability to work weekends, holidays, and on-call shifts as required

Preferred

• Experience in vacation rental or short-term rental operations

• Familiarity with Breezeway, Airbnb, VRBO, or similar platforms

• Background in team scheduling, vendor management, or maintenance coordination

• Ability to work indoors, outdoors, and across varied property types throughout the day

• Prolonged periods of walking, standing, and conducting inspections

• Ability to ascend and descend stairs and ladders as needed

• Ability to lift and carry up to 50 lbs

• 5-day work week, typical hours 9:00 AM – 6:00 PM

• Weekend availability required

• On-call rotation as assigned

• Flexibility to adapt during peak seasons

• Competitive salary commensurate with experience

• Quarterly bonus potential

• Health, Dental, and Vision insurance

• 401(k) with company match

• Ski pass reimbursement up to $1,000

• 20 days PTO

• Paid 30-day sabbatical every 3 years of employment

You set the standard for every property and every person on your team. If that responsibility excites you, we want to talk.