Director of Operations

Company Overview

At Curated Vacation Properties (CVP), we do more than manage short-term rentals—we build trust, transparency, and long-term success for our clients. Our high-touch, boutique approach caters to seasoned investors who rely on us to maximize their return on investment while delivering five-star guest experiences.

Who are we?

At CVP, our values—Trust, Transparency, Communication, and Unparalleled Service—guide everything we do. We believe trust is the foundation of every relationship, whether it’s with our property owners or guests, and we take that responsibility seriously. Owners trust us with their investments, and guests trust us with their vacations. We honor both by constantly improving, refining, and delivering exceptional service.

Today CVP is strategically positioned to provide unparalleled owner experiences and foster long-term success for the partners who trust us.

As we continue to grow, we’re looking for a Director of Operations who thrives in a fast-paced, results-driven environment—someone who is assertive, innovative, and capable of leading multiple teams with confidence and efficiency.

Apply Today!

Position Summary

Do you see challenges as opportunities and thrive in a high-energy, problem-solving environment? Are you a strategic leader who can balance big-picture goals with day-to-day operational excellence?

If so, we need you on our team as our Director of Operations to drive efficiency, innovation, and performance across our Guest Services, Maintenance, and Housekeeping teams. In this role, you’ll take ownership of high-level strategy, process optimization, and team leadership - ensuring every department runs smoothly, proactively, and at peak performance.

This role is a good fit for you if you’re independent, decisive, and quick to take initiative. Apply today if you enjoy leading from the front, solving complex problems, and building scalable systems that fuel business growth.

Responsibilities

• Lead and optimize Guest Services, Maintenance, and Housekeeping teams, ensuring seamless operations, high performance, and a best-in-class guest experience.
• Drive operational efficiency by refining processes, workflows, and standard operating procedures (SOPs) to improve team effectiveness and response times.
• Analyze performance metrics across departments, using data-driven insights to identify trends, implement solutions, and optimize overall operations.
• Develop and execute high-level strategies to improve guest satisfaction, review scores, and revenue performance, ensuring alignment with company objectives.
• Hire, mentor, and develop team leaders, fostering a culture of accountability, collaboration, and continuous improvement.
• Oversee budgets, vendor relationships, and inventory management, ensuring financial targets are met while maintaining operational excellence.
• Work closely with leadership to shape the future of CVP’s operations, scaling systems, and infrastructure to support long-term growth and success.
  
  

Qualifications

• 4 years of experience property management or hospitality operations, with at least 2 years leading teams of 10 people.
• Proven success managing Guest Services & Operations for 200 properties (preferred), with expertise in property maintenance, cleaning, and inventory workflows.
• Strong leadership and problem-solving skills, with the ability to develop strategies, optimize processes, and drive results.
• Data-driven decision-maker skilled in analyzing performance metrics and identifying opportunities for operational improvement.
• Proficient in OTA platforms (Airbnb, VRBO), property management systems, and tools like Guesty, Breezeway, Slack, and Google Suite.
• Knowledge of the Charleston short-term rental market is a plus, with the flexibility to work weekends and holidays as needed.
• Excellent communication and team-building abilities, with a passion for mentoring, developing talent, and fostering a high-performance culture.
  
  

Compensation & Benefits

Annual Salary: $85,000 - $100,000 base salary plus up to $125,000 OTE.

Benefits

• 14 days PTO 3 paid holidays.
• Medical insurance
• Dental insurance
• Vision insurance.
• 3% 401(k) non-contributory match.
• Potential relocation package to Charleston, SC, for the right candidate
• The opportunity to lead a pivotal role in shaping the future of a dynamic and fast-growing company.
• The chance to collaborate with a passionate, innovative team dedicated to excellence in the vacation rental industry.
• The opportunity to implement your vision and significantly impact guest and owner satisfaction.
  
  

Schedule: Full-time hours available during regular business hours with the flexibility to work overtime, weekends and holidays as required.