High School Sailing Coach

Courageous Sailing, Inc.
One First Avenue
Boston, MA 02129
United States

Job Start Date
Job End Date
Experience Required
From $14.00 To $18.00
Per Hour
Employment Type
Part Time
Work Schedule

Job Description
Courageous hosts the Boston Latin School sailing team of 30+ sailors, led by 3 coaches. The competitive racing team practices and team races other Mass Bay League teams in 420s, while the rest of the team (all of whom have some sailing experience) builds sailing/racing skills on Rhodes 19 keelboats. Practices are also open to any Boston Public School student who wishes to sail. We are hiring enthusiastic, organized, experienced racing coaches for both levels. Typically, two coaches work primarily with the competitive team, which sails 9 420s, and one coach plans and leads activities for the less experienced sailors, in 4-6 Rhodes 19s.The team practices Tuesday, Wednesday, and Friday afternoons, from March 18 through May 24. Coaches usually work from 3-7 PM each day, with some additional prep time early in the season.
Job Requirements
Coaching responsibilities include:
With fellow coaches, plan and carry out a curriculum that will build boat handling, racing, and (for the racing team) rules knowledge and team racing skills.
Lead team building activities; maintain a positive, supportive, fun, and sportsmanlike environment.
Supervise safe and effective team practices from a motorboat; provide constructive feedback to sailors.
Keep records of attendance, daily boat assignments and activities, incidents/injuries, etc.
Ensure that sailors are taking care of team equipment (drysuits, helmets, etc.) and boats; promptly report any maintenance issues. Prep and put away motorboats.
Work with Education Director to collect required paperwork from students, follow school policies, and communicate with the coaches of other teams about scheduling races.
Lead interactive chalk talks; be prepared with indoor activities (rules quizzes, videos, etc.) in case of bad weather.
Run team races plus up to 3 fleet regattas; hear protests as necessary.
Travel to up to 4 local championships.
Job Requirements
Excellent dinghy and keelboat sailing and racing skills. 420 coaches must be experienced team racers.
1+ years experience as sailing instructor and/or racing coach
Current First Aid/CPR certification
US Sailing Level 1 certification; equivalent experience considered
Flexibility, problem solving skills, organization, and the ability to work with a coaching team
Extensive experience operating a motorboat and righting capsized dinghies
Employer Contact Information
Courageous Sailing, Inc.
Jobs Courageous Sailing
One First Avenue
Boston MA 02129
United States
Courageous Sailing, Inc. Jobs Courageous Sailing
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Our Mission

Courageous Sailing transforms lives through sailing programs that inspire learning, personal growth and leadership.

Our Vision

Courageous Sailing is a community that embraces sailing as a platform for life-long learning, personal growth and leadership; a center of sailing excellence committed to removing barriers to access for all Boston youth, the public and people with physical and intellectual challenges.


Courageous Sailing was established in 1987 as a 501(c)(3) by the late South Boston sailing enthusiast Harry McDonough. It was Harry’s dream to use sailing to build character and camaraderie among Boston children from all economic and ethnic backgrounds. For 25 years, we have continued to grow and deliver our mission to transform children’s lives through sailing programs that inspire learning, personal growth and leadership. In Harry’s words, “Every child's perspective is improved 50-yards off-shore.”

Courageous is now a nationally recognized year-round educational center for community sailing and youth development. Courageous offers Boston-area youth free and low-cost out-of-school-time programs in sailing, environmental education, job skills development, and leadership training. In 2011 we were honored to be named one of the top 10 community sailing programs nationwide by both US Sailing and Sail Magazine.

How Courageous Got Its Name

The America's Cup 12 meter "Courageous" once lived at Pier 4 in the Navy Yard. This two-time America's Cup winner lent its name to Courageous Sailing in the late 1980s. The boat now resides at the Museum of Yachting in Newport, Rhode Island, where it has been restored and is still being raced.

Employment Opportunities

Join a team of nearly 100 seasonal instructors, administrators, and coaches, all dedicated to delivering affordable, high quality sailing programs to thousands of Boston-area community members each year. Visit our website to view our most up to date job postings and to find the right opportunity for you. We look forward to hearing from you!

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