High School Dinghy Coach

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

Job Start Date
Job End Date
Application Closing Date
Manages Others
Experience Required
Degree Required
Security Clearance Required
Housing Provided
From $20.00 To $25.00
Per Hour
Employment Type
Part Time
Work Schedule

Job Description

Courageous Sailing:

Courageous Sailing is a nonprofit community sailing and youth development organization committed to providing people of all ages and backgrounds with opportunities to learn, sail, and enjoy the waterfront. We work at two locations in Boston: the Charlestown Navy Yard on Boston Harbor, and the Historic Jamaica Pond boathouse in Jamaica Plain. Our mission is to transform lives through sailing programs that inspire learning, personal growth and leadership.

Courageous’s High School Sailing programming runs in the Spring from mid-March through June and in the fall from September through October. We host teams from a variety of local schools who race with us, as well as practices for students unaffiliated with a specific high school team. Practices run after school from 3pm to 6:30 pm Monday-Thursday with occasional Friday and weekend regattas. Many coaches work in other programs with us if they are interested in working more hours or taking on additional responsibilities.

Why Courageous?

Working at Courageous is an opportunity to join a close-knit and diverse community committed to fostering a positive educational environment for staff and participants on and off the water.

Courageous Staff receive paid training and professional development as well as recreational access to our fleet of boats which range from dinghies to mid-size keelboats and cruising boats.

By joining our team you will make a meaningful and positive impact on the lives of our participants and will be a critical part of fulfilling our mission to get people of all walks of life out on the water.

Dates/Time: This is a seasonal part time hourly position, 3 pm to 6:30 pm Monday through Thursday with additional weekend regattas (additional hours are available for interested candidates).

Job Description: Dinghy coaches lead or co-lead teams of 15-20 High School racers in practices and regattas. High School coaches work at either or both of our program sites and report to the Youth Program Director.



  • Build rapport with students

  • Model best practices for more junior staff members

  • Provide active and engaged supervision to students and staff both on-land and on-the-water

  • Teach and encourage students’ learning of racing concepts using curriculum provided

  • Oversee regatta participation at home and away including scheduling, student transportation, and running racing for visiting teams.

  • Lead, facilitate, and participate in on-land activities during down time and/or when sailing is not feasible

  • Maintain the Courageous fleet and facilities by completing everyday tasks as discussed in training and documented in chore checklists


  • Attend all days of mandatory training and/or complete online training.

  • Be proactive and communicative. Provide clear, effective and timely communication with supervisors and staff. Ask questions if the scope or intention of work is unclear, express concerns when they come up, give feedback regularly to peers and supervisors, and help facilitate positive change.

Safety and Risk Management:

  • Create a safe place for participants to learn and make mistakes by clearly establishing limits and boundaries for participant behavior and independence.

  • Comply with Courageous safety standards and policies on and off the water and teach participants how to do the same.

  • Model safe, respectful, and responsible behavior to participants and peers at all times.

  • Exercise sound judgment and decision-making. Treat safety as the highest priority.

  • Leave Courageous better than you found it. Treat Courageous property with respect. Maintain the cleanliness and functionality of workspace and tools.

Diversity, Equity, and Inclusion:

  • Cultivate a kind and inclusive community where everyone at Courageous can feel like they belong.

Direct questions to ypfrontdesk@courageoussailing.org. Learn more about Courageous Sailing’s Summer Youth Programs at https://courageoussailing.org/sailing/youth/summer-programs/

Job Requirements
At Courageous Sailing, our highest priority is finding the best candidate for the job. Research has shown that people of color and women are less likely to apply for jobs if they don't believe they meet every one of the qualifications described in a job description. We encourage you to apply, even if you don't believe you meet every one of our described qualifications or you have a less traditional background. We are looking for applicants with the following qualifications:

- US Sailing Level 1 Instructor Certification, equivalent or more advanced
- 1 or more years sailing instruction experience
- 1 or more years powerboat experience
- 2 or more years of racing experience (team racing experience a plus!)
- Completion of NASBLA-approved safety boat course through the MA Environmental Police and/or through the US Sailing Level I certification course
- Able to work effectively with a wide variety of age groups and populations from diverse backgrounds, role modeling inclusive behavior and building positive group culture
- Able to communicate clearly, directly, and calmly at all times
- Comfortable giving and receiving feedback to and from peers, participants, and supervisors
- Able to build rapport easily with participants and coworkers
- Passionate about experiential education for youth from all backgrounds
- Comfortable working outdoors, regardless of weather
- Positive and enthusiastic attitude
- Willing to authorize a federal background check
- Hold, or are willing to obtain before start date, current First Aid and CPR certification
- Three references
Jobs Courageous Sailing
One First Avenue
Boston MA 02129
United States
Courageous Sailing, Inc. Jobs Courageous Sailing
Facebook LinkedIn Twitter

View Count 865