Junior Sailing Program Director

Overview

Position Title: Junior Sailing Program Director

Off-Season, Off-Site Start Date: Responsibilities commence upon successfully completing the hiring process.

On-Site Start Date: 6/18/2026

On-Site End Date: 8/16/2026

Salary Range

$22-27k, depending on prior experience and in-season housing requirements.

Benefits

At the Corinthian Yacht Club (CYC), we provide our Junior Sailing Program Director:

• In-season housing is available for staff who live more than 20 miles from Marblehead, MA
• Sponsorship for a J1 work visa, if necessary
• Reimbursement for US Sailing Level 1 or 2-related educational expenses - 50% reimbursed at the successful conclusion of your first year with the CYC, with the remainder reimbursed at the successful conclusion of your second year
• Staff meals on days worked at the club

Program Description

The CYC in Marblehead, Massachusetts (Website: is hiring a Junior Sailing Program Director to lead and develop our Junior Sailing Program, supported by a staff of six Sailing Instructors and three Junior Instructors-In-Training. We seek someone who cares as deeply as we do about fostering a life-long love of sailing in each participant and staff—with the confidence, curiosity and abilities to match.

In 2025, more than 130 sailors aged seven to fourteen sailed with us. Classes take place Monday through Friday from 8:30 am to 4:30 pm across four two-week-long sessions. Our sailors learn in a fleet of club-owned Optimists, Prams and Sonar keelboats, with staff teaching from 15\' RIBs and 17\' Boston Whalers. While our program supports some competitive sailing at the local level, the majority of our focus is on beginner and intermediate levels.

Position Description and Requirements

You will be an ideal candidate if you have:

• Successfully run a junior sailing program or sailing camp as a director or head instructor with staff management responsibilities for at least one full season and come strongly recommended by that program. Experience leading a yacht club junior sailing program is a plus, but not a requirement
• Possess an active US Sailing Level 1 certification and all related qualifications - including SafeSport and a State of Massachusetts Safe Boating License
• Significant personal and instructional sailing experience for more than eight years across dinghies, keelboats and small motorboats. Experience in open ocean conditions a plus
• The demonstrated ability to manage sailor and staff needs under pressure, including maturely and productively engaging with parents, yacht club members and staff in potentially stressful situations
• Some background in and comfort with maintaining boats and related equipment, as well as the safe handling of the materials and tools

Pre-Season Responsibilities (From Date of Hire to Start of Program)

During the off-season, you will:

• Lead the design of the class structure, schedule, descriptions, capacities, and timing with support—including ongoing updates to the program handbook, informational brochure, webpage and Instagram account—working with CYC Communications staff to ensure member-focused communications material is current, accurate and widely disseminated
• Actively maintain online program registration via ClubSpot, including waitlist management, including working with the CYC Finance Team to ensure accurate billing, refunds and headcount
• Work with the Sailing Director, Dockmaster and Human Resources (HR) Staff to successfully hire and onboard your team of six sailing instructors and three junior instructors-in-training
• Attend monthly virtual Sailing Committee meetings
• Oversee the initial set up of the Junior Sailing Program classroom, fleet and related equipment with program staff, inspecting all of the above for potential safety issues and breakdowns, and leading the required repairs with the assistance of Waterfront Staff before the program begins

In-Season Responsibilities

During the season, you will:

• Ensure safe and smooth daily program operations, including: class and session curriculum implementation, bi-weekly theme days, staff assignments and supervision, daily set-up and breakdown of equipment, monitor weather to make safe decisions for staff and participants, communicate with the participants\' parents as needed, support participants when they are scared, sick, or have behavioral problems during the lesson, develop and conduct safety training and emergency drills
• Ensure all safety protocols and procedures are in place and followed rigorously
• Ensure accurate payroll records are maintained through staff time clock usage
• Conduct ongoing fleet and equipment maintenance as it arises, cleaning and refueling all coach boats Friday after classes conclude
• Work with the Communications team to update Sailing News and other relevant communications pieces
• Coordinate with Sailing Director and Dockmaster the scheduling and full staffing for regattas, CYC Family Sailing, CYC Member Sonar outings, team racing practices, and any other special events
• Plan, coordinate, and host the Junior Sailing Banquet (typically the final program week), including the design and ordering of small season-ending gifts for participants

Documents to Require Uploading When Applying

• Professional resume including past employment information, educational attainment levels, etc.
• Sailing-specific resume that includes detailed sailing industry employment history, sailing achievements, certifications, etc.
• A copy of your active US Sailing Level 1 certification OR documentation that you are registered for your US Sailing Level 1 in-person course

What Happens Next?

Once you apply, we will be in touch within a couple of days to schedule a brief (15-20 minutes) introductory video call so we can get to know you, answer any and all of your questions about the program, position and hiring process, and so that you can get to know the CYC, our Sailing Director and Dockmaster. We look forward to meeting you!

An Equal Opportunity Employer

We do not discriminate based on race, color, religion, national origin, sex, age, disability, genetic information, or any other status protected by law or regulation. It is our intention that all qualified applicants are given equal opportunity and that selection decisions be based on job-related factors.