General Manager/Managing Director

BENCHMARK; United States; On-site; USD 180,000 - 280,000; Full time

Job summary

Pyramid Global Hospitality seeks an accomplished General Manager/Managing Director to lead the Westin Grand Cayman Seven Mile Beach Resort & Spa and the Sunshine Hotel & Suites Grand Cayman. You will drive guest experiences, financial performance, and a culture of excellence across both properties.

Candidates should have 10+ years in high-volume resort leadership, Caribbean or international experience, and English/Spanish bilingual ability is preferred.

Qualifications

• Minimum 10 years of hospitality leadership experience.
• Caribbean Island and/or international resort experience preferred.
• Bi-lingual in English and Spanish preferred.

Responsibilities

• Provide strategic and operational leadership across both properties.
• Oversee front office, housekeeping, F&B, banquets, and spa operations.
• Develop and manage budget, drive revenue, and control costs.
• Focus on guest satisfaction and service excellence.
• Ensure regulatory compliance and safety standards.

Skills

Leadership

Hospitality industry experience

Budgeting & financial management

Strategic planning

Operations management

People management

Education

Bachelor's degree in Hospitality or Travel & Tourism Management

Job description

Pyramid Global Hospitality is a leading hospitality management company with a portfolio of more than 200 hotels and resorts and over 18,000 associates across the United States, Caribbean, and Europe. Our platform includes Benchmark Resorts & Hotels, a collection of distinctive independent properties; Axiom Hospitality, our European hotel management company; and PYRAMIDWORKS, which provides integrated workplace and facilities services. With corporate offices in Boston, The Woodlands, Texas, and London, Pyramid combines global scale with a hands-on approach focused on exceptional service, operational excellence, and long-term partnerships. At Pyramid, our people are at the heart of everything we do. We are committed to creating an environment where associates are respected, supported, and empowered to grow their careers. Team members have the opportunity to collaborate directly with experienced leaders, take on meaningful stretch assignments, and gain exposure to a diverse portfolio of properties, brands, and markets. Whether you are beginning your hospitality career or bringing years of experience, you'll find opportunities to learn, develop, and make an impact. Our commitment to associates, guests, owners, and the communities we serve has helped make Pyramid and our properties among the most recognized in hospitality. From being named among the best places to work by respected publications such as USA Today, The Boston Globe, and The Houston Chronicle to earning top travel accolades from Travel + Leisure, Condé Nast Traveler, Forbes Travel Guide, and U.S. News & World Report, these recognitions reflect the culture, service excellence, and commitment to people that define the Pyramid experience. About our property: At the West Grand Cayman Seven Mile Beach Resort & Spa we consistently rise above the competition. On day one, you will begin with a robust wage package, excellent benefit plans, professional development, generous bonuses, travel perks and the opportunity to grow across a portfolio of 100 hotels and resorts representing all major brands. We are an Employer of Choice—we understand that the care of our team members is as important as the service we provide to our guests and the communities around us. If you have a genuine passion for hospitality, come and join our team. You will have an important role in the delivery of outstanding service and memorable experiences for each guest. You will have fun, learn and be part of a successful journey at a growing company. Find out today what a career at The Westin Grand Cayman Seven Mile Beach Resort & Spa with Pyramid Global can mean for you.

What you will have an opportunity to do:

Pyramid Global Hospitality is seeking an accomplished, visionary General Manager/Managing Director to lead the Westin Grand Cayman Seven Mile Beach Resort & Spa and the Sunshine Hotel and Suites Grand Cayman. The Westin Grand Cayman is a premier oceanfront resort; the Sunshine Hotel & Suites is a beautiful and more intimate boutique retreat just moments away. Both celebrate the rhythm, culture, and natural beauty of the island. This role offers a rare opportunity to oversee a landmark island destination that blends authentic Grand Cayman culture, and world‑class service. The General Manager/Managing Director will provide strategic and operational leadership across all aspects of both properties, driving exceptional guest experiences, strong financial performance, and a culture of creativity, engagement and excellence for associates, and a strong connection with the local community!

Key Responsibilities:

• Strategic Leadership: Develop and execute a comprehensive strategic plan to drive growth and profitability. Develop trusted, consultative relationships with owners, asset managers, and key stakeholders. Identify market trends, customer preferences, and competitive landscape to make informed business decisions. Set long-term goals and objectives for the properties and work towards achieving them.
• Team Leadership: Lead a diverse and empowered team of department heads and staff, fostering a collaborative and motivated work environment. Provide guidance, mentoring, and development opportunities to team members. Encourage teamwork and open communication across all departments.
• Operations Management: Oversee all operational departments including front office, housekeeping, food and beverage, banquets, recreational facilities, spa, and more. Ensure smooth day-to-day operations by implementing efficient processes and procedures. Monitor service quality to maintain the highest standards of guest satisfaction.
• Financial Management: Create and manage the resort's budget, allocating resources appropriately to various departments. Monitor financial performance, analyze variances, and implement corrective actions as needed. Drive revenue generation through strategic pricing, upselling, and innovative offerings.
• Guest Experience: Foster a guest‑centric culture throughout both properties, prioritizing personalized service and exceptional experiences. Address guest concerns and feedback promptly, striving for continuous improvement. Implement initiatives to enhance guest satisfaction and loyalty.
• Facilities Management: Ensure the maintenance and enhancement of the physical assets, including accommodations, amenities, landscaping, and common areas. Implement sustainability initiatives to minimize the resort's environmental impact. Strong management of capital projects and renovations.
• Regulatory Compliance: Stay updated on local and national regulations related to the hospitality industry and ensure the resort and hotel’s compliance. Maintain health and safety standards for guests and staff.

Our Culture:

Empowered to Make a Difference At Pyramid Global, we value, support, and recognize the unique contributions of each team member. Our culture fosters growth and collaboration, encouraging excellence and exploration in every role. We focus on delivering personalized, memorable experiences for our associates, guests, and communities.

Our Values:

People First, Integrity, Excellence People First: A talented, diverse, and passionate team working together with respect. Integrity: Honesty and accountability to ourselves and colleagues. Excellence: Surpassing expectations through dedication and innovation.

What are we looking for?

To succeed in this role, you should have: A proven track record as a passionate, hands‑on, successful leader as a high volume, large resort General Manager or Managing Director. Caribbean Island and/or International seasonal resort experience preferred. Hotel renovation experience is strongly preferred. Marriott and independent hotel experience a plus. A minimum of 10 years of hospitality experience showing progressive growth. A college degree or a combination of education and experience equivalent to a college degree, preferably in Hospitality, or Travel & Tourism Management. Bi‑lingual in English and Spanish is preferred. Ability to successfully communicate and collaborate with owners, asset managers, and key stakeholders. Strong acumen of resort/hotel preventative maintenance and facilities management required. Exceptional leadership and communication skills. Problem‑solving abilities and critical thinking skills. Commitment to meeting all deadlines. The flexibility to adapt to varying shifts, including weekends and holidays. A commitment to maintaining a positive and organized work environment.

Compensation:

Compensation: $0 - $0

Pyramid Global Hospitality is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees.

Pyramid Global Hospitality is a leading hospitality management company with a portfolio of more than 200 hotels and resorts and over 18,000 associates across the United States, Caribbean, and Europe. Our platform includes Benchmark Resorts & Hotels, a collection of distinctive independent properties; Axiom Hospitality, our European hotel management company; and PYRAMIDWORKS, which provides integrated workplace and facilities services. With corporate offices in Boston, The Woodlands, Texas, and London, Pyramid combines global scale with a hands‑on approach focused on exceptional service, operational excellence, and long‑term partnerships. At Pyramid, our people are at the heart of everything we do. We are committed to creating an environment where associates are respected, supported, and empowered to grow their careers. Team members have the opportunity to collaborate directly with experienced leaders, take on meaningful stretch assignments, and gain exposure to a diverse portfolio of properties, brands, and markets. Whether you are beginning your hospitality career or bringing years of experience, you'll find opportunities to learn, develop, and make an impact. Our commitment to associates, guests, owners, and the communities we serve has helped make Pyramid and our properties among the most recognized in hospitality. From being named among the best places to work by respected publications such as USA Today, The Boston Globe, and The Houston Chronicle to earning top travel accolades from Travel + Leisure, Condé Nast Traveler, Forbes Travel Guide, and U.S. News & World Report, these recognitions reflect the culture, service excellence, and commitment to people that define the Pyramid experience.