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Sleepy Hollow Country Club | Briarcliff Manor, New York
Director of Golf

About the Club and the Membership
Founded in 1911, Sleepy Hollow Country Club is one of the premier country clubs in the Northeast and one of the top country clubs in America. It has achieved a Platinum Club designation and owns a reputation as one of the best-managed organizations of its type. Its “Upper” or championship course is designated as one of the top 100 courses in America by each of the three major golf magazines.

Sleepy Hollow Country Club is a member-owned full-service country club on the grounds of a former Vanderbilt family estate in Scarborough, New York, thirty miles north of Manhattan with breathtaking views of the Hudson River.

The Club membership has a well-earned reputation for being considerate, respectful, and family-focused.  In spite of its metro New York City location, its member culture is more midwestern in its character.  Members are thoughtful and they treat each other and the Club’s staff with respect and care. The members have a modesty about them that allows them to genuinely appreciate the unique environment that Sleepy Hollow Country Club provides.

Families have maintained memberships in the Club for generations and there are many members who have maintained Club memberships for decades. But this tells only part of the story. In the last 15 years, the Club has successfully encouraged junior and junior legacy memberships, which has instilled the Club with a vibrant and youthful energy and has now enabled a new generation of young families to share in the extraordinary experiences possible at Sleepy Hollow. This effort was all in keeping with the Club’s family-focused heritage. The Club is proud of its efforts to create a diverse membership profile and continues in this pursuit.

Members treasure the ability to golf with their very young children on the lower course, revel in watching their daughter as she works at and learns tennis, golf, or horsemanship, and laugh as they share time together at the pool, at a meal or while attending the wide variety of activities and events that are held.  And, importantly, the members at Sleepy Hollow have a deep respect for the game of golf.  They love it. They enjoy the challenge and appreciate the heritage of and gentlemanly aspects of the game.  They shake their heads in wonder every time they get to the fourth tee of the upper course, and they quietly take pride in Sleepy Hollow’s reputation as one of the top golfing experiences in America.

The Club’s Mission is to be the premier year-round, family club in the Metropolitan New York region while continuing to provide an outstanding golf experience with the golf course always nationally recognized as a top 100 golf course.

Sleepy Hollow Country Club is governed by a 15-member Board of Governors and operates under the General Manager/COO Concept. The Director of Golf reports directly to the General Manager/COO.

The Club facilities feature an 1893 iconic McKim, Meade, and White-designed historic clubhouse; an 18-hole championship course, 9-hole short course, 6-acre practice range, and 2-acre short game practice area; 10 Har-tru tennis courts, pool area restaurant and outdoor bar and swimming pool complex; four platform tennis courts; a Squash and Fitness building; 50 horse riding stable, related paddocks and indoor riding rink; a skeet and trap ranges with a 1930’s log shooting cabin, and (18) overnight suites in the mansion clubhouse. In addition, there are several cottages housing key employees and (16) staff rooms in the main building. Additional structures across the property are used for grounds maintenance equipment and storage of equipment and supplies.

The Club’s 18-hole course was designed by master architects C B Macdonald and Seth Raynor in 1911 and later renovated by AW Tillinghast when the “Lower” 9-hole short course was added in 1930. Beginning in 2006 Gil Hanse led a substantial renovation of golf courses. This renovation and subsequent greens renovation were so successful that the work was recognized as the #1 Renovation in World Ranking for five years and moved the course into the top 100 rankings. Approximately 21,000 rounds are played on the Upper course and 4,000 on the lower course.  The 338-acre property (130 acres maintained) provides spectacular views across the Hudson River and is next to the home of the historic Rockefeller family compound.

Sleepy Hollow hosted the 2002 USGA Women’s Amateur and will host the 2023 USGA Mid-Amateur Tournament and has hosted dozens of Met Area professional and amateur championships.

The Club has made substantial capital investments in recent years, including the first phase of a two-stage renovation of the irrigation system, a full renovation of the pool, pool area locker rooms, and restaurant, and solving accessibility challenges and completing detailed renovations to the first floor of the mansion clubhouse. Work on the golf learning center, lower course, and driving range are under discussion.

About the Position
The current Director of Golf is leaving after more than 25 years of excellent service to the Club. The new Director of Golf is expected to seamlessly transition into the golf leadership role and establish a presence throughout the Club to assure the Membership that they have an engaged Director of Golf who understands and will maintain the culture and heritage of Sleepy Hollow Country Club.

The Director of Golf ensures that members and guests receive premier service and an exceptional golf experience with the highest standards for all golf programming and services across all player segments and playing levels. As an employee of the Club, the Director of Golf reports directly to the General Manager/COO and works closely with the Golf Committee and other committees which represent the interests of the Membership as they relate to the Game of golf. He/she must collaborate with fellow department heads and staff to exchange ideas and information regularly to deliver “Best in Class” results.

The Director of Golf will be responsible for managing a seamless transition of the retail operation back to the Club and creating and maintaining a retail environment and offering a product mix that is consistent with member and guest demographics and their respective needs and preferences.

The Director of Golf is also responsible for recruiting, training, mentoring, and monitoring the performance of the golf operations team to nurture a member-focused, high-touch service culture that values member recognition, anticipatory service, and the enhancement of the member experience.

About the Ideal Candidate
Candidates must have demonstrable accomplishments in delivering a premier golf experience and an overriding sense of quality awareness relating to every part of golf operations: member services, retail operations, tournaments, events, and golf instruction in a private member-centric and family-focused country club environment.

Candidates must have a personal style and level of congeniality that allows him/her to be well received and accessible to a wide range of Members of varying dispositions and playing skills; an engaging, encouraging, and approachable leader committed to results with the ability to foster a member-focused service culture that is consistent and energetic throughout all of the golf operations. He/she must be a team builder and manager with excellent communication skills and a hospitality service mentality who takes as much satisfaction in seeing subordinates succeed and grow as he/she takes in their own accomplishments.

Candidates should have a minimum of 10 years or more of professional golf management experience with a minimum of four years as a Director of Golf or Head Professional. This experience should have been achieved largely at respected, full-service, country clubs of a similar scale to Sleepy Hollow Country Club. Candidates should also have experience owning or managing a green grass retail operation with sales volume of $1,000,000 or higher. First Assistant Golf Professionals with progressive career paths and proven records of outstanding service at respected, full-service country clubs may also be considered.

A Bachelor’s degree or higher in a business-related field is preferred, and the candidate should be within one of the following golf professional classifications: PGA Class “A”, PGA Certified Professional, or a PGA Master Professional.

Apply for This Position
Interested candidates should complete the online golf professional profile form (not the club management form) and submit a compelling cover letter and resume for consideration to with the subject line: Sleepy Hollow Country Club – Director of Golf.

Candidate applications must be received by Wednesday, December 7, 2022, to be considered for this opportunity. 

Please contact Barb McAuliffe at 203.319.8228 or by email at with any questions or candidate recommendations. Cover letters should be addressed to:

Mr. Dan Denehy
DENEHY Club Thinking Partners
501 Kings Highway East, Suite 300
Fairfield, CT 06825