Assistant Racing Coach


Job Description

Our Team Leaders and Assistant Coaches (or “Senior Instructors”) are our talented and versatile mid-level instructors. They are employed at all three sites to work with our youngest sailors in our Learn-to-Sail, Advanced Sailing, Racing and Cruising.  They report directly to their respective Step Leaders.  Senior instructors typically have 1-2 years previous instructing experience, but do not necessarily have experience leading a class on their own.

Senior instructors must be team players and strong role models, capable of motivating and mentoring Courageous’ youngest sailors, as well as instilling within them a deep respect for Courageous’ boats, the ocean environment and for one another.  They are also responsible for creating a fun and positive atmosphere, one that gets students excited about hopping in the boats and getting out on the water all summer long!  As safety boat drivers, they are also directly responsible for monitoring and ensuring the safety of our students.

The ideal senior instructor would specialize in teaching a certain course at a certain site all summer long, but, in a pinch, would also be capable of filling in for other staff members teaching other courses.  As Senior Instructors are encouraged to apprentice with our Step Leaders and Coaches, this position is particularly suited to individuals interested in advancing through the instructor ranks at Courageous and in becoming assistant or head coaches.

Specific responsibilities include but are not limited to: helping to plan and run classes; teaching students and new instructors to respect boats and equipment, and reporting damage and breakdowns when they occur; teaching students about the environment and leadership in addition to the fundamentals of sailing from within the sailboat; helping to maintain and clean the docks, boats and grounds; participation in regular staff skill-building clinics.

Step 4 Racing

(Charlestown Only)

The assistant racing coach’s primary responsibility is to oversee and facilitate the day-to-day operation of the Charlestown racing program.  He/She reports to the Head Racing Coach.

The Assistant Racing Coach must bring to the Step4/Racing program a passion for racing, and a level of energy and enthusiasm that will motivate his/her students and staff, as well as inspire younger students in the lower rungs of the Courageous program to want to join the racing program.  The Assistant Racing Coach must also be sensitive to the needs of his/her individual students, while setting up the Courageous Racing Team for success at the local, regional and national levels of racing.

Additional responsibilities include but are not limited to: sailing with students to fine tune their boat handling; making sure all equipment for the class (specifically the 420 fleet) is cared for and well-maintained; preparing racing team members to participate in local, regional and national regattas; occasionally leading classes if the Head and/or Assistant Racing Coach are away at regattas.


    • Current US Sailing Level 1 Small Boat Instructor certification, equivalent, or more advanced
    • 1-2 years experience teaching sailing
    • Racing experience in local junior events, preferably in 420s or Lasers as a member of a high school or college team
    • Willingness to work occasional weekends to help coach at local regattas
    • Current First Aid/CPR certification
    • Passing sailing check out with Head Racing Coach or Youth Director
    • CSC motorboat qualified (mandatory in-house certification equivalent to completion of NASBLA-approved safety boat course through the MA Environmental Police and/or through the US Sailing Level I certification course)
    • Positive and enthusiastic attitude
    • Team-oriented
    • Excellent references
    • A passion for sailing, racing, the ocean, the environment and working with youth

Other considerations for this position 

  • Other certifications (Lifeguard, EMT, WFA, WFR, etc.)
  • Experience with J/22s
  • Experience with team racing, though not mandatory
  • (not required, but a plus) Strong interest in racing for Courageous in local, regional and national PHRF and one-design events as a member of the youth racing team


Kate Henderson, Director of Youth Programs

Phone: 617-242-3821 ext. 12



Apply to be an Assistant Race Coach





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