Head of Operations & Experience – Vacation Rental Management Airbnb

Sonoma Stays | Napa & Sonoma Valley

Sonoma-stays.com

About Sonoma Stays

Sonoma Stays is a boutique vacation rental management company serving Napa and Sonoma Valley homeowners and guests. Backed by over 15 years of experience in the vacation rental management space, we are entering a new chapter of growth—one focused on operational excellence, thoughtful hospitality, and owner confidence.

Our mission is simple:

To be the first and obvious answer when a discerning homeowner asks,
“Who should manage my home in Wine Country?”
This role is for a proven operations leader who understands that exceptional hospitality is built long before a problem ever reaches the guest or owner.

The Role

We are seeking a Head of Operations to lead and elevate our day-to-day operations across our Napa and Sonoma portfolio. This is a senior leadership role for someone who thrives on anticipation, precision, accountability, and calm execution.
You will manage and guide a well-trained, long-tenured team that already works cohesively—your role is to elevate standards, remove friction, and ensure systems run smoothly at scale.

This is not a reactive role.
This is about preventing issues, setting clear expectations, and stepping in decisively when needed—and doing so with professionalism, clarity, and grace.

What Success Looks Like

• Owners feel confident, informed, and supported
• Guests experience seamless, thoughtful hospitality
• The team feels guided, empowered, and aligned
• Problems are addressed quickly, calmly, and constructively
• Systems improve continuously, not reactively

Key Responsibilities

• Oversee all operational aspects of vacation rental management across Napa & Sonoma(and additional areas)
• Lead, mentor, and support a seasoned operations team
• Proactively identify risks, inefficiencies, or service gaps—and address them before they escalate
• Serve as the calm, capable point of leadership when challenges arise
• Ensure consistent execution of brand standards, property readiness, and guest experience
• Partner closely with ownership and leadership on strategy, scaling, and process improvement
• Maintain a high standard of communication with owners, vendors, and internal teams
• Uphold Sonoma Stays’ owner-first philosophy while delivering elevated guest experiences

Required Experience & Qualifications

• Previous hospitality or vacation rental management leadership experience (required)
• Deep operational knowledge of short-term rental workflows
• Strong attention to detail with the ability to see both the big picture and the smallest touchpoints
• Proven ability to anticipate issues and design systems that prevent them
• Confident, composed communicator—especially during high-pressure situations
• Natural leader who earns trust through consistency, clarity, and follow-through
• Comfortable managing established teams and guiding them through growth and change
• Local to (or deeply familiar with) the Napa / Sonoma area, must live in the general Napa, Sonoma, Wine Country area

Who This Role Is For

• A long-term leader, not a short-term operator
• Someone who believes how a solution is presented matters as much as the solution itself
• A professional who takes pride in being the steady hand others rely on
• Someone who wants to help build the next chapter of a respected hospitality brand

Our Core Values

• Owner Confidence First – Trust is earned through consistency and transparency
• Proactive, Not Reactive – The best problems are the ones guests never see
• Details Matter – Because details are what guests and owners remember
• Calm Leadership – Pressure reveals professionalism
• Long-Term Thinking – We build systems, teams, and relationships that last
• Commitment & Growth

We are only interested in candidates who are seeking a long-term leadership role and want to grow with the company. Sonoma Stays is building something enduring—this role is central to that vision.

How to Apply

Please submit your resume along with a brief note explaining why this role and Sonoma Stays align with your long-term goals.