• Explore. Learn. Sail! Low-cost, high-quality programs that connect city youth with Boston Harbor and Jamaica Pond. Youth Sailing
  • Sailing and rowing for kids, adults, and families on this beautiful pond located in the heart of Boston. Jamaica Pond
  • Support Courageous Kids

    As 2015 draws to a close, Courageous is celebrating a successful year of teaching sailing and more to Boston kids, and looking ahead to next year. Please consider supporting Courageous in our mission to provide high-quality summer learning opportunities for the kids who need them most by making a tax-deductible donation to our Annual Appeal before December 31. Read More
  • Leadership + Growth

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  • Environmentalism at Courageous

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  • Awareness Campaign

    See our new awareness campaign made by Hill Holliday and Courageous board member, Joe Berkeley. The campaign captures the essence of the Courageous Sailing mission and its impact on Boston kids. Read More

Adult and Corporate Program Director

Reports To: Executive Director
FLSA Status: Exempt
Status: Full time
Date of Last Revision: September 2013

Position Summary

Courageous Sailing, a 501(c)3 nonprofit engaged in sailing education for Boston youth and the community, seeks an Adult and Corporate Program Director to lead and grow our instructional and membership programs for adults. The ideal candidate will be a strong leader/manager who possesses a passion for grassroots sailing, excellent people skills, solid organizational, writing, and business skills, and a desire to use sailing education as a platform for social good. Strong sailing skills and instructing experience are required; racing / race management and cruising experience is a plus. Must be available to work two-three evenings per week between May and September, and one weekend day through both the regular and winter racing seasons.

The Adult and Corporate Program Director will plan and oversee all operational, budgetary and marketing/sales functions relating to revenue-generating adult programs and corporate events of Courageous Sailing Center.

This is a full-time, salaried position with peak workload in spring and summer months. Respond with a cover letter and resume, only via email, to:  dave@courageoussailing.org.


These include, but are not necessarily limited to, the following:

  1. Identify, develop, price and promote the adult membership, activity and course offerings for the program year.
  2. Identify, develop, price and promote corporate event activities for the program year.
  3. Hire staff and provide training to implement programs and events..
  4. Develop and take responsibility for the budget for programs and events.
  5. Coordinate with Youth Program Director to appropriately and consistently hire, schedule, and manage all staff for adult and corporate programs.
  6. Oversee organization of member and student records
  7. Participate in strategic and operational planning for Courageous Sailing as a whole.
  8. Take primary responsibility for adaptive sailing programs.
  9. Coordinate with Maintenance Director to ensure safe and prudent practices with respect to the fleet and facilities.
  10. Participate, as appropriate, with area sailors and sailing organizations to promote community participation in and awareness of Courageous.


The Director of Adult and Corporate Programs position requires a high level of proficiency in sailing education, management and administration.

Minimum qualifications include:

  1. Commitment to the promotion of high quality sailing experiences, particularly for underserved populations.
  2. Minimum of four years’ experience in a community sailing or sailing education environment; with experience in teaching, curriculum development, racing and cruising.
  3. Excellent interpersonal, communication, organization, and writing skills.
  4. Administrative and management experience with financial responsibility. 
  5. Marketing, sales, and customer service experience.
  6. Teaching and curriculum development experience.
  7. Bachelor’s degree 
  8. US Sailing Instructor Certification or equivalent.

About Courageous Sailing

Courageous Sailing is a non-profit sailing center dedicated to transforming the lives of underserved populations of youth through sailing. The program has been in continuous operation since 1987 and is based in the Charlestown Navy Yard on Boston Harbor. The youth program is supported by the operation of the adult program, grants, corporate sponsorships, individual donations and fundraising events. With a fleet of (25) Rhodes 19s, (9) J22s, (3) J24s, (10) 420s, (12) Lasers, and a small assortment of cruising boats, Courageous is one of the largest nonprofit, keelboat-based sailing schools and community sailing programs in the northeast. Courageous’s adult and corporate programs are the largest single source of revenue for the organization and provide critical support and infrastructure for our youth program.

COURAGEOUS SAILING is an Equal Opportunity Employer.

Courageous Sailing does not discriminate in employment on the basis of race, color, religion, sex, sexual orientation, national origin, age, genetic, disability or veteran/Reserve/National Guard status.

Why We Keep Coming Back
Youth Program
During the summer of 2012, JB enrolled in the SLP program for the first time.  It also happened to be my first year of instructing, and it was safe to say that she was one of my most unique students.  If her constant curiosity for sailing or insistence on touching the water didn’t make her...
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Riding the Waves
Youth Program
One of the first days of Swim Sail Science! (SSS), I had a kid named Simon in my boat. He was wicked quiet and didn't seem too excited about sailing. That particular day, we were going out to the airport. The wind was pretty heavy and soon Simon wasn't feeling it anymore and became sea sic...
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More than a Sailing School
Youth Program
At Courageous, not every child wants to learn how to sail, but every child is given an opportunity to grow. One particular 9 year old, Maddox, is not as interested in learning how to sail. But he loves to be on boats, particularly standing on the bow of a Rhodes 19 and feeling the sea spra...
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How Blue Note came to Courageous
One of of my favorite stories of 2015 is the arrival of Blue Note.   A comfortable yet sprightly 30 footer in wonderful condition, Blue Note comes to us through the generosity of the family of Dr. Paul Blum, a remarkable scientist, Peace Corps volunteer, and Boston Harbor sailor.  Blue Not...
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Happy, Excited, and Free
Youth Program
For the past four years, I have had the privilege of working with students from Swim Sail Science, a program Courageous created in partnership with Boston Public Schools. The SSS program aims to serve students who are at risk of summer learning loss. These students continue their academic studies th...
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