First Assistant Golf Professional - Sleepy Hollow Country Club

Position Overview 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 MagazineOriginally designed by C.B. Macdonald (1911)Expanded to 27 holes by A.W. Tillinghast (1930)Recently enhanced by Gil HansKnown for dramatic Hudson River views, exceptional conditioning, and a traditional walking culture with caddie programThe 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 standardsBuild strong relationships with members and guestsSupport daily golf operations, including tee sheet management and pace of playTournament Operations Plan, organize, and execute a full calendar of eventsUtilize tournament software and scoring systemsAssist in member communications and event promotionInstruction & Player Development Provide individual and group instructionLeverage the club’s indoor teaching facility for year-round programmingSupport junior golf and player development initiativeMerchandising & Retail Assist with buying, merchandising, and inventory managementMaintain a high-end retail presentation consistent with the club’s brandLeadership & Staff Development Supervise and mentor Assistant Professionals and staffCoordinate with caddie program and outside operationsContribute 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 environmentStrong foundation in all areas of golf operationsDemonstrated leadership and team development skillsExcellent communication and interpersonal abilitiesHigh attention to detail and organizational skills Preferred Attributes Desire to become a Head Golf Professional within 2–3 yearsExperience at a high-end, traditional or top-ranked facilityPassion for the history and traditions of the game Compensation & Bene Competitive salary (commensurate with experience)Full health benefitsOptional on-property housing provided at no costPGA dues and professional development supportAccess to one of the premier golf facilities in the country