Director of Sales
About Four Seasons:
Four Seasons is powered by our people. We are a collective of individuals who crave to become better, to push ourselves to new heights and to treat each other as we wish to be treated in return. Our team members around the world create amazing experiences for our guests, residents, and partners through a commitment to luxury with genuine heart. We know that the best way to enable our people to deliver these exceptional guest experiences is through a world-class employee experience and company culture.
At Four Seasons, we believe in recognizing a familiar face, welcoming a new one and treating everyone we meet the way we would want to be treated ourselves. Whether you work with us, stay with us, live with us or discover with us, we believe our purpose is to create impressions that will stay with you for a lifetime. It comes from our belief that life is richer when we truly connect to the people and the world around us.
About the location:
Our Brand Promise
At Four Seasons, Life is richer when we truly connect to the people and world around us. Whether you work, stay, live or discover with us, our purpose is to create impressions that will last a lifetime.
Our Promise To You
To create a culture and a work ethic based on the Golden Rule, giving our people a framework to pursue a superior international service culture.
About The Location
Four Seasons Resort Peninsula Papagayo, Costa Rica stands as one of Latin America’s premier luxury destinations, blending world-class hospitality with the untamed beauty of Costa Rica’s Pacific coastline. Set on a private peninsula in Guanacaste, the resort is surrounded by tropical dry forest, pristine beaches, and sweeping ocean vistas, offering guests an immersive “Pura Vida” experience where adventure, wellness, and relaxation converge. Renowned for its Forbes Five-Star distinction, the resort features sophisticated accommodations inspired by the natural landscape, exceptional culinary experiences, access to Arnold Palmer designed championship golf, transformative wellness programming, and curated outdoor adventures ranging from surfing and snorkeling to wildlife encounters. With its seamless indoor-outdoor design, breathtaking sunsets, and unparalleled connection to nature, Four Seasons Peninsula Papagayo delivers a refined yet authentic luxury escape that appeals equally to families, couples, and discerning travelers seeking both exclusivity and adventure.
Peninsula Papagayo and the greater Guanacaste region represent Costa Rica’s premier luxury and adventure destination. Set on a 1,400-acre private peninsula overlooking the Gulf of Papagayo, the destination seamlessly blends luxury, wellness, recreation, and maritime adventure through signature experiences such as Papagayo Park, a vibrant hub for racquet sports, wellness, dining, and family activities; the Papagayo eBike network, which connects guests to scenic beaches, trails, and resort amenities; SurfX, offering expert-led surfing adventures for all skill levels; and The Outpost, the gateway to immersive eco-adventures including ziplining, mountain biking, wildlife exploration, and guided nature experiences. Complementing these offerings is Marina Papagayo, a world-class full-service marina that provides direct access to some of Costa Rica’s most sought-after boating, sportfishing, sailing, diving, and ocean exploration experiences along the Pacific Coast. Together, these amenities provide visitors with exceptional access to Costa Rica’s celebrated biodiversity, outdoor adventure, and “Pura Vida” lifestyle, all within one of the most exclusive resort communities in Latin America.
Beyond the peninsula, the broader Guanacaste region is celebrated for its year-round sunshine, golden-sand beaches, vibrant local culture, and remarkable ecological diversity. Home to one of the world's five recognized Blue Zones, the neighboring Nicoya Peninsula is renowned for the longevity, wellness, and healthy lifestyle of its residents, further enhancing the region's reputation as a global destination for wellbeing and mindful living. Guanacaste is also deeply rooted in surf culture, with legendary breaks such as Witch's Rock and Ollie's Point earning international acclaim through their feature in the iconic surf film Endless Summer II. From surfing and sport fishing to volcano excursions, rainforest exploration, marine conservation experiences, and wellness retreats, the region offers some of Costa Rica's most sought-after recreational opportunities. Its accessibility via Liberia International Airport (LIR), combined with a strong commitment to sustainable development, has established Guanacaste as Costa Rica's premier luxury travel corridor.
About The Role
The Director of Sales is a senior commercial leadership role responsible for driving total resort revenue through strategic oversight of the Leisure and Group sales segments. This US based remote role is ideal for an accomplished, commercially minded sales leader with prior Director of Sales or Associate Director of Sales experience, preferably within a luxury resort environment. The successful candidate will bring a sophisticated understanding of luxury sales strategy, revenue optimization, team leadership, and client relationship management, with the ability to operate confidently in a complex and highly competitive Resort market.
As a key member of the Commercial leadership team, the Director of Sales will partner closely with the Commercial Director, Revenue Management, Marketing, Conference Services, and Operations to ensure all sales efforts are aligned with the resort’s broader business objectives. This individual will be responsible for leading a seasoned and tenured remote and on-property sales team, providing strategic direction, coaching, accountability, and inspiration to drive both individual and collective performance. The role requires a polished, proactive, and results-oriented leader who can balance long-term strategic planning with daily execution, while representing the Four Seasons brand with excellence, credibility, and commercial discipline.
Key Responsibilities
Sales Leadership & Commercial Strategy: Lead and oversee all sales activities for the resort, ensuring strategies are focused on driving profitable revenue across all business segments. Translate the resort’s commercial priorities into clear, actionable sales plans that maximize Leisure, Residential, Group and high-value account opportunities.
Team Leadership & Development: Lead, coach, and inspire a tenured, high-performing sales team. Provide clear direction, performance accountability, mentorship, and ongoing development to ensure each team member is achieving individual goals while contributing to the broader commercial success of the resort.
Revenue Optimization
Partner closely with Revenue Management and the Commercial Director to align sales strategies with demand patterns, pricing opportunities, market conditions, and total resort revenue objectives. Ensure group and account strategies are thoughtfully balanced with transient demand to maximize overall profitability.
Market Leadership & Business Development
Actively identify and pursue new business opportunities while protecting and growing existing key accounts. Maintain a strong presence in the luxury hospitality leisure and group markets, ensuring the Resort remains top of mind with clients, agencies, partners, and industry influencers.
Client Relationship Management
Build and maintain meaningful relationships with key clients and stakeholders. Lead strategic negotiations with confidence and sophistication, balancing client needs with the resort’s revenue goals, brand standards, and long-term positioning.
Forecasting, Reporting & Performance Management
Oversee sales forecasting, production tracking, pace analysis, and performance reporting. Provide thoughtful insights and recommendations to the Commercial Director and resort leadership team, ensuring sales activity is aligned with forecast, budget, and market opportunities.
Annual Planning & Goal Setting
Support the development of the annual Commercial Plan, including segment strategies, account deployment, sales goals, incentive structures, and key action plans. Ensure goals are clearly communicated, understood, and executed across the sales team.
Cross-Functional Collaboration
Partner effectively with Marketing, Revenue Management, Catering, Conference Services, Rooms, Food & Beverage, and Operations to ensure a seamless approach to business generation, conversion, and execution. Serve as a strong internal advocate for both the client experience and the resort’s commercial priorities.
Operational Excellence
Oversee the daily rhythm of the sales department, including team meetings, deployment, account reviews, site experiences, client engagement, and follow-up standards. Ensure the sales team operates with structure, urgency, professionalism, and brand-level excellence.
Qualifications
Ideal candidate will have 2–4 years of experience as a Director of Sales or Associate Director of Sales, preferably within a luxury resort, resort, or complex urban market. Prior experience leading an established sales team is strongly preferred.
Luxury Hospitality Background
Experience within a luxury hospitality environment is highly preferred, with a strong understanding of elevated client expectations, brand positioning, high-touch relationship management, and premium market dynamics.
Leadership
Proven ability to lead, motivate, and develop a tenured team in a high-performance environment. Must be confident managing experienced sellers, setting clear expectations, driving accountability, and creating a culture of collaboration and results.
Commercial Acumen
Strong understanding of sales strategy, revenue management, market segmentation, pricing, forecasting, and business mix optimization. Ability to connect sales activity directly to overall resort performance and profitability.
Sales Expertise
Demonstrated success in account management, prospecting, negotiation, business development, and closing high-value opportunities. Strong knowledge of leisure, group, residential and luxury market segments is preferred.
Executive Presence
Polished communication style with the ability to represent the resort and the Four Seasons brand confidently with clients, ownership, senior leaders, and internal stakeholders.
Results Orientation
Highly proactive, competitive, and solution-focused, with the ability to adjust strategies based on market conditions, performance data, and changing business needs.
Collaboration
Strong cross-functional leadership skills with the ability to influence, align, and partner effectively across departments.
Education
Bachelor’s degree in Business Administration, Hospitality Management, Marketing, or a related field is preferred.
Key Competencies
- Strategic sales leadership
- Strong commercial and financial acumen
- Ability to lead and motivate a tenured team
- Excellent negotiation and relationship-building skills
- Executive-level communication and presence
- High level of initiative, urgency, and competitive drive
- Strong analytical and forecasting capabilities
- Ability to manage multiple priorities in a fast-paced environment
- Collaborative leadership style
- Commitment to luxury service standards and brand excellence
We Offer
- Comprehensive salary & benefits package: Medical/Dental/Vision
- 401K Retirement Savings Plan
- Employee Assistance Program
- Investment in your Wellbeing
- Life Insurance
- Training Program, Tuition Reimbursement
- Excellent Training and Development opportunities
- Employee Discount for stays at any Four Seasons worldwide
Schedule
- US Remote Position: Full-Time: AM/PM Shifts
- Holidays and Weekends