Director, Club Operations at Grey Oaks Country Club LTD – Naples, Florida

About the Position

The Director of Club Operations (DCO) is a senior leadership role serving as the General Manager’s principal operational partner and second-in-command. This position provides broad oversight of day-to-day club operations while helping execute the club’s strategic vision, service culture, and financial objectives.

The DCO collaborates closely with department heads to ensure a seamless, high-quality member and guest experience across all areas of the club. A visible and engaged leader, the DCO reinforces standards, supports teams, and ensures operational consistency during peak periods and major club events.

The Club is excited to recruit for this role after the previous position holder, Jerrod Tumbleson, was promoted to General Manager at Olde Cypress Club, reflecting the strong development and advancement opportunities within our organization.

This position reports to the General Manager/COO.

About Grey Oaks Country Club

Considered one of the premier country clubs in Florida, Grey Oaks opened in 1993 and encompasses the Grey Oaks and Estuary communities, along with 54 holes of championship golf. The Club’s facilities include:

• A 63,000-square-foot East Clubhouse
• A 12,000-square-foot golf shop, newly renovated in 2025
• A Golf Performance Center
• A 30,000-square-foot wellness center and sports complex were renovated in 2024

The Pool Café, a 22,000-square-foot facility with indoor and outdoor dining, overlooking a resort-style pool with a wading entrance, waterfall, and lap lanes.

The Estuary also features a 20,000-square-foot clubhouse with indoor/outdoor dining overlooking the golf course, a pro-golf shop, and men's and women's lockers. This area will undergo a redesign in 2028.

In addition to our outstanding facilities, our staff is dedicated to delivering exceptional professional service to our members and their guests. With over 350 professionals on our team, Grey Oaks is proud to have earned the prestigious designation as a Platinum Club of America for multiple years and is a Distinguished Club with Elite status and is seen as an incubator of hospitality talent.

We are in beautiful Naples, Florida. Learn more at www.greyoakscc.com.

About You

You are an outgoing and personable professional with an interest in the hospitality industry. You are adept at effectively communicating with all types of people. You are organized, a problem solver, and highly proactive. You understand that service is at the heart of your job.

You understand and live by the concept of being a “team player,” making sure that collaboration is essential to your success, as well as the success of those you work with.

Your wisdom is clearly understanding what you know and what you don’t know and making sure that the right person handles the right problem.

Most importantly, your values align with the values and culture of our members and our Club. Those values are on display every day and displayed with every decision you make.

Operational Leadership

• Assist the General Manager in overseeing all club operations to ensure efficiency, service excellence, and alignment with club standards
• Provide leadership coverage and decision-making support in the absence of the General Manager
• Promote consistency in service delivery, policies, and operating procedures across departments

Departmental Oversight & Collaboration

• Partner with various department heads across the Club
• Encourage collaboration and communication among teams to deliver a unified member experience
• Support planning and execution of club programs, events, and daily operations

Member Experience

• Maintain a strong, visible presence throughout the club
• Engage with members and guests to build relationships, gather feedback, and support service recovery efforts
• Uphold a welcoming, professional, and service-oriented club culture

Financial & Administrative Support

• Assist with budgeting, forecasting, and monitoring departmental performance
• Support cost controls, productivity initiatives, and operational efficiencies
• Participate in planning discussions related to capital projects, programming, and resource allocation

People Leadership & Culture

• Support recruitment, onboarding, coaching, and development of leadership team members
• Reinforce performance expectations, accountability, and professional standards
• Foster a positive, inclusive, and team-oriented work environment

Qualifications & Experience

• Minimum 5 - 8 years of progressive leadership experience in private clubs, luxury resorts, or high-end hospitality environments.
• Minimum of 5 years Managerial experience in Food & Beverage operations.
• Strong financial acumen with demonstrated experience managing budgets and P&Ls.
• Exceptional leadership, communication, and organizational skills.
• High emotional intelligence and ability to work effectively with members, boards, and diverse teams.
• Bachelor’s degree in hospitality management, Business Administration, or related field preferred.
• Must be able to lift 50 lbs.

Compensation & Benefits

Grey Oaks offers a competitive compensation package, including:

• 401(k) plan with generous employer match
• Comprehensive health, dental, and vision benefits
• A positive, team-oriented work environment
• Opportunities for professional development alongside top industry professionals