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.
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 from all walks of life out on the water.
Dates/Time: This is a part-time seasonal position, with shifts available Mon-Sun, May 1st-Oct 31st. Courageous hosts most cruising courses on weekends throughout the season, full season availability is not mandatory but appreciated.
Courageous Sailing is looking for Cruising Instructors to join our staff and participate in coaching within the Adult Program during the summer of 2024. The position can also include instruction within our Summer Youth Program based on schedule and availability preferences.
Participate in and contribute to a safe, engaging, and respectful work environment by:
- Teach US Sailing or ASA Basic Cruising and Bareboat according to the curriculum as laid out by US Sailing and Courageous Sailing
- Teach in-house Cruising courses such as “First Mate” and “Boston Harbor Navigation”
- Conduct check-out sails for new cruising members
- Teach private lessons
- Lead small groups during corporate events
- Act as a liaison between membership and maintenance to ensure proper care of the cruising fleet.
- Assist members in planning overnight sails; conduct reviews of submitted overnight sail plans prior to member departure
- Be proactive
- Provide clear, effective, and timely communication with leadership staff
- Leave Courageous better than you found it
- Safety (minimizing risks while maintaining an approachable and engaging environment for students, members, patrons, and fellow staff members):
- Responsibly manage risk so that students, members, and patrons feel comfortable stepping outside of their comfort zones, asking questions, and engaging with the facility on various levels.
- Complying with and encouraging students and members to learn Courageous’ set of sailing safety standards and reiterate their importance whenever possible.
- Attend all days of staff training and staff meetings and/or complete online training.*
- Exercise sound judgment and decision-making. Assess and mitigate foreseeable hazards.
- Remain up to date on what roles and responsibilities you may take on in the event of an emergency and review the EAP with direct supervisor.
- Respectability (support and ensure that everyone can be successful):
- Maintain the Courageous fleet and facilities by completing everyday tasks as discussed in training and documented in daily checklists
- Reduce and help manage the disposal of waste in and around Boston Harbor
- Cultivate a kind and inclusive community
- Engagement (maintaining the expectation of individual responsibility for students and members):
- Build rapport with students, members, and patrons
- Provide active and engaged feedback to daily questions and interactions
- Lead, facilitate, and participate in on-land responsibilities for general upkeep of the boathouse during downtime.
*Job training days are position dependent and vary from position to position.