Managing Director Luxury Inn - Westchester

MANAGING DIRECTOR

Luxury Boutique Hospitality Property | Inn, Restaurants & Events

Location: Greater New York / Westchester County

Salary: $150,000–$180,000 + Relocation Housing Contribution

Benefits: Health, Dental, Vision, 401(k), PTO & Additional Perks

Employment: Full-Time | On-Site

An Exceptional Leadership Opportunity

PERSONE NYC is seeking an accomplished Managing Director to lead a distinctive, luxury boutique hospitality destination featuring an intimate inn, multiple upscale dining concepts, and a thriving private events business.

This is a rare opportunity for a dynamic hospitality executive to oversee an entire property, shape its long-term vision, and lead an exciting new chapter of growth.

The destination brings together refined accommodations, exceptional culinary experiences, memorable celebrations, and personalized hospitality within one unique setting.

With an additional Japanese-inspired dining concept planned for the coming year, the property is entering an exciting period of expansion and evolution.

We are looking for a true hospitality leader — someone who understands the art of luxury service, the business of hospitality, and the importance of creating extraordinary guest experiences.

This newly created Managing Director position will oversee the entire operation, providing strategic direction and leadership to established department heads across the inn, restaurants, and events.

The ideal candidate will combine the sophistication of a luxury hotel executive, the operational expertise of a successful restaurant group leader, and the entrepreneurial mindset needed to drive a growing hospitality destination forward.

THE ROLE

As Managing Director, you will have overall responsibility for the property's operational performance, financial success, guest satisfaction, leadership development, and long-term growth.

Each business division has its own dedicated leadership team. Your responsibility will be to bring these teams together under one cohesive vision while maintaining the individual identity and excellence of each concept.

This is a highly visible, hands-on executive leadership position requiring strong financial acumen, exceptional interpersonal skills, and the ability to move seamlessly between luxury accommodations, sophisticated food and beverage operations, and high-end private events.

KEY RESPONSIBILITIES

Executive Leadership & Property Management

• Provide overall strategic and operational leadership for the entire hospitality destination.
• Oversee the inn, multiple restaurant concepts, private events, and all supporting departments.
• Direct, mentor, and support individual department leaders, ensuring accountability and consistent performance.
• Establish clear operational priorities, performance standards, and long-term business objectives.
• Work closely with ownership and senior leadership on strategic planning and business development.
• Ensure seamless coordination between lodging, dining, events, and property operations.

Financial Performance & Business Strategy

• Assume full P&L responsibility for a multimillion-dollar hospitality operation.
• Develop and manage annual budgets, forecasts, financial reporting, and operating expenses.
• Drive profitability through revenue optimization, cost controls, labor efficiency, and operational improvements.
• Collaborate on hotel revenue management strategies, including ADR, RevPAR, occupancy, and market positioning.
• Identify opportunities to maximize revenue across accommodations, restaurants, and private events.
• Oversee capital expenditures, renovations, vendor contracts, and procurement strategies.

Luxury Guest Experience & Service Excellence

• Champion exceptional hospitality standards across every guest touchpoint.
• Ensure consistently outstanding service within accommodations, restaurants, and events.
• Build meaningful relationships with VIP guests, repeat visitors, and high-profile clientele.
• Monitor guest feedback, service performance, and reputation management.
• Create a culture of thoughtful, intuitive, and personalized hospitality.
• Lead the resolution of complex guest situations with professionalism and discretion.

Restaurant, Culinary & Beverage Operations

• Provide executive oversight of multiple upscale dining concepts.
• Partner with restaurant General Managers, culinary leaders, and beverage teams to maintain operational excellence.
• Ensure strong financial performance, consistent service standards, and effective communication between FOH and BOH.
• Support menu development, seasonal programming, and guest experience initiatives.
• Participate in the planning and successful launch of an exciting new Japanese-inspired restaurant concept.

Private Events & Special Experiences

• Oversee the property's private events and special occasions business.
• Support events leadership in delivering exceptional weddings, celebrations, corporate gatherings, and bespoke experiences.
• Ensure operational coordination between event sales, culinary, service, and accommodations teams.
• Drive revenue growth while maintaining exceptional execution and guest satisfaction.

Team Leadership & Organizational Culture

• Lead, inspire, and develop a talented team of department heads and hospitality professionals.
• Build a collaborative, accountable, and service-driven workplace culture.
• Oversee leadership recruitment, training, performance management, and succession planning.
• Establish clear KPIs and measurable goals across departments.
• Foster employee engagement, professional development, and long-term retention.
• Lead regular management meetings and maintain effective communication across the property.

Property Operations & Compliance

• Oversee property maintenance, facilities, housekeeping, front office, and operational infrastructure.
• Ensure compliance with health, safety, labor, licensing, and regulatory requirements.
• Implement and maintain effective operating procedures and quality-control systems.
• Manage vendor relationships, purchasing, inventory, and operational efficiencies.
• Develop contingency plans and ensure the property operates safely and efficiently.

WHO WE ARE LOOKING FOR

An experienced, polished, commercially minded hospitality executive with a genuine passion for luxury service and multi-concept operations.

Required Experience & Qualifications

• Minimum 3 years of senior leadership experience as a General Manager, Managing Director, Hotel Director, or comparable executive role.
• Proven experience overseeing both full-service hotel operations and upscale restaurant/F&B operations.
• Strong background in luxury hospitality, boutique hotels, destination properties, or sophisticated independent hospitality groups.
• Demonstrated experience with private events and high-end guest experiences.
• Strong P&L management, budgeting, revenue optimization, and financial reporting expertise.
• Proven ability to manage multiple departments and senior-level leadership teams.
• Excellent communication, organizational, and problem-solving skills.
• Hands-on leadership approach with a strong sense of ownership and accountability.
• Ability to thrive in a dynamic, entrepreneurial hospitality environment.
• Flexibility to work evenings, weekends, and holidays as operationally required.

Highly Desirable

• Experience with luxury boutique hotels, destination inns, resorts, or properties combining lodging and multiple F&B concepts.
• Previous involvement in restaurant openings, property repositioning, or hospitality expansion.
• Strong knowledge of hotel revenue management, guest experience strategy, and event operations.
• Familiarity with restaurant management systems, POS platforms, reservation systems, and event management software.
• Experience with MarginEdge, Tripleseat, or comparable platforms.

COMPENSATION & BENEFITS

Annual Base Salary: $160,000–$180,000

In addition to a competitive executive salary, the opportunity includes:

• Housing contribution available for relocating candidates
• Medical, dental, and vision insurance
• 401(k) retirement plan
• Paid time off
• Dining discounts
• Commuter benefits
• Professional growth and career advancement opportunities

WHY THIS OPPORTUNITY STANDS OUT

One Property. Multiple Hospitality Experiences. One Visionary Leader.

This is far more than a traditional hotel General Manager position.

It is an opportunity to take ownership of a complete hospitality destination where boutique accommodations, destination dining, and exceptional private events come together.

You'll have the chance to:

• Lead an established, multifaceted hospitality operation.
• Work alongside talented culinary, restaurant, and hotel leadership teams.
• Help introduce an exciting new restaurant concept.
• Influence the property's future direction, operational standards, and long-term success.
• Bring your own leadership style, vision, and expertise to a newly created executive position.
• Enjoy the opportunity to work in a distinctive hospitality setting outside the intensity of Manhattan.

If you're an exceptional hospitality leader who thrives on creating memorable experiences, developing outstanding teams, and driving business performance, we'd love to hear from you.

CONFIDENTIAL APPLICATION

This search is being conducted discreetly by PERSONE NYC, a boutique hospitality recruitment agency specializing in executive and management-level talent.

Qualified candidates are invited to apply confidentially.

PERSONE NYC — The Matchmakers for Hospitality

[email protected]

www.personenyc.com