First Assistant Golf Professional

Sleepy Hollow Country Club is seeking a motivated, service-driven First Assistant Golf Professional to join one of the most prestigious golf operations in the country. This is a 12-month position designed for a rising PGA Professional who is 2–3 years away from Head Golf Professional readiness and is eager to gain well-rounded, high-level experience in a traditional, high-touch private club environment. This role offers a comprehensive development opportunity across all facets of golf operations, including member services, tournament execution, merchandising, instruction, and team leadership. About the Club Located in Westchester County, New York, just 25 miles north of New York City, Sleepy Hollow Country Club is one of the most iconic and architecturally significant clubs in the United States • Ranked #40 in the U.S. by Golf Magazine • Originally designed by C.B. Macdonald (1911) • Expanded to 27 holes by A.W. Tillinghast (1930) • Recently enhanced by Gil Hans • Known for dramatic Hudson River views, exceptional conditioning, and a traditional walking culture with caddie program The club hosts 20,000–25,000 rounds annually and is recognized for delivering an elite member and guest experience rooted in tradition and excellence. Position Responsibilities The First Assistant Golf Professional will play a key leadership role within the golf operation and will be involved in all day-to-day activities, including Member & Guest Experience • Deliver exceptional service aligned with the club’s high standards • Build strong relationships with members and guests • Support daily golf operations, including tee sheet management and pace of play Tournament Operations • Plan, organize, and execute a full calendar of events • Utilize tournament software and scoring systems • Assist in member communications and event promotion Instruction & Player Development • Provide individual and group instruction • Leverage the club’s indoor teaching facility for year-round programming • Support junior golf and player development initiative • Assist with buying, merchandising, and inventory management • Maintain a high-end retail presentation consistent with the club’s brand Leadership & Staff Development • Supervise and mentor Assistant Professionals and staff • Coordinate with caddie program and outside operations • Contribute to a positive, team-oriented culture Candidate Profile The ideal candidate is a passionate, career-driven professional who thrives in a traditional, high-expectation club environment Qualifications • Class A PGA Professional (required) • 3–6+ years of progressive experience in a private club environment • Strong foundation in all areas of golf operations • Demonstrated leadership and team development skills • Excellent communication and interpersonal abilities • High attention to detail and organizational skills Preferred Attributes • Desire to become a Head Golf Professional within 2–3 years • Experience at a high-end, traditional or top-ranked facility • Passion for the history and traditions of the game • Competitive salary (commensurate with experience) • Optional on-property housing provided at no cost • PGA dues and professional development support • Access to one of the premier golf facilities in the country