Director of Sailing Programs

Rocking the Boat
812 Edgewater Road
Bronx, NY 10474
United States

Manages Others
Experience Required
Degree Required
Security Clearance Required
Yes Standard background check
Housing Provided
From $60,000 To $70,000
Per Year    
Employment Type
Full Time
Work Schedule
No Travel

Job Description

Organizational Background

Rocking the Boat empowers young people to develop the self-confidence to set ambitious goals and gain the skills necessary to achieve them. Rocking the Boat began as a boatbuilding afterschool project for the high-need community of the South Bronx and incorporated as a 501(c)3 non-profit in 2001. Today, the organization, with an annual budget of $3,000,000, is a hub of youth development programming that serves nearly 4,000 community members annually. The mediums of boatbuilding, environmental science, and sailing are paired with social-emotional, academic, and career counseling by a team of licensed social workers to have profound and lasting impact on participants. Rocking the Boat became an accredited U.S. Sailing Community Sailing Center in 2018.


Position Summary

The Director of Sailing Programs manages all sailing-related programming including: two year-round high school level out-of-school time Sailing Youth Development Programs; a student and alumni Sailing Team; and various shorter-term learn-to-sail programs for other local populations. The Director of Sailing Programs is also responsible for managing all related safety protocols and trainings, and ensures the maintenance and upkeep of a fleet of modern and traditional sailboats, powerboats, docks, and other sailing equipment and resources – both in and out of the water. The Director must be an experienced sailing instructor and sailing operations manager, able to successfully teach students to become proficient sailors while integrating youth development methodology. The position reports to the Director of Programs and Operations. This is a full time, year round position.



Program Development and Execution: Ensuring the development, planning, and implementation of a series of sailing programs

  • Works collaboratively with other relevant members of the staff to recruit ninth and tenth graders for the Student Sailing Program to maintain a full enrollment in each of three annual semesters
  • Works collaboratively with other relevant members of the staff to identify and interview prospective Job Skills apprentice applicants in order to enroll 12 high school juniors and seniors in each of three annual semesters
  • Leads instruction of a Youth Development Sailing Program for high school students
  • Oversees all sailing-related Public Programs including the summer Community Sailing Program on select weekend days, the sailing component of a middle school summer camp, and other small group sailing programs throughout the season
  • Leads annual Sailing Program planning, design, and execution with the goal of offering engaging and relevant programs in sailing and sailing instruction
  • Incorporates principals of positive youth development in program planning and delivery
  • Trains participants in skills needed to pass the US Sailing Level 1 Small Boat Instructor certification
  • Develops opportunities for Rocking the Boat youth sailors to race both against each other and young people from other communities
  • Collaborates with other Program Directors and Social Workers on program development, shared programming and training opportunities 
  • Maintains strong relationships with the local sailing community and plans relevant field trips for participants
  • Develops and leads day and overnight trips designed to introduce participants to professional opportunities in the sailing world
  • Participates in monitoring and evaluation designed to assess programmatic success
  • Fulfills all programmatic content and schedule commitments to dedicated funding sources

Staff Supervision and Development: Ensuring that Instructors and Program Assistants are able to successfully support program activities

  • Hires, trains and oversees sailing instructors to lead the Student Sailing Program
  • Works with Sailing Program and Student Program teams to hire up to four college-aged Rocking the Boat alumni as Program Assistants
  • Provides ongoing management, technical, safety, and youth development training for Instructors and Program Assistants

Program Administration: Ensuring the timely and accurate preparation of information and data necessary to deliver successful programs

  • Maintains accurate participant records in Salesforce database including attendance, technical skill accomplishment, and other information
  • Coordinates with the Director of Public Programs to develop and lead learn-to-sail and community sailing activities
  • Supports the Development Department with grant proposals, budgeting, and reporting requirements
  • Assists in annual budget development; tracks program budget; sources and purchases needed materials and equipment within the parameters established in annual budgets; provides timely and accurate accounting of all expenses

Program Facilities, Equipment, and Safety: Ensuring that the physical resources are in place to provide safe and successful programming

  • Maintains and trains relevant staff and participants in Rocking the Boat safety protocols; identifies and corrects any safety issues
  • Organizes US Powerboating Safe Powerboat Handling Certification for appropriate staff
  • Oversees the management and maintenance of all of Rocking the Boat’s sailing program inventory including plastic dinghies, wooden sailboats, and chase boats; other boating equipment such as engines, trailers, dollies, sails, and PFDs; foul weather gear and dry suits; and boat storage infrastructure including floating docks and moorings

Cross-Organization Support: Contributing to the promotion and smooth operations of the organization

  • Participates in fund-raising activities as requested
  • Contributes to the maintenance of shared resources
  • Manages program volunteers and hosts visitors
  • Participates in other activities as necessary to fulfill the mission of Rocking the Boat 

To Apply 

Please send cover letter and resume to with Director of Sailing Programs as the subject.
Job Requirements
• US Sailing Level 1 Small Boat Instructor
• NY State Boating Safety Certificate or equivalent powerboat driving certificate
• Experience managing sailing education programs; race coach experience a plus
• Experience managing and maintaining boats and related sailing equipment and infrastructure
• Experience managing students or supervising employees
• Experience or desire to be involved in community-oriented education programming
• Strong organizational skills and an attention to detail
• Ability to work independently and as part of a dynamic, collaborative team
• Proficiency in Microsoft Office computer applications
• Valid driver’s license
• Willingness to work long days, weekends, and some overnights, as necessary
Alix Cotumaccio
812 Edgewater Road
Bronx NY 10474
United States

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