Adult Program Sailing Instructor

In by Hugh Freund

Courageous Sailing

Reports To: Adult Program Director
Status: Part-time
Date of Last Revision: January 2020

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Courageous Sailing Overview:

Courageous Sailing was established in 1987 as a 501(c)(3) by South Boston sailing enthusiast, Harry McDonough. It was Harry’s dream to use the sport of sailing to build character and camaraderie among Boston children from all economic and ethnic backgrounds. In Harry’s words, “Every child’s perspective is improved 50-yards off-shore.” 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. 

Courageous Sailing is seeking a keelboat instructors to teach courses and private lessons at our Charlestown, Jamaica Pond, and UMass Boston sites, May 1st through October 31st. Most classes run on the weekends and weekday evenings.

Staff Responsibilities:

Participate in and contribute to a safe, engaging, and respectful work environment by:

  • General:
    • Be proactive
    • Provide clear, effective and timely communication with leadership staff
    • Leave Courageous better than you found it
    • Teach private lessons
    • Teach Learn-to-Sail courses
  • Safe (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. 
    • Comply with and encourage 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 judgement 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. 
  • Respectful (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
  • Engaging (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 down time.

*Job training days are position dependent and vary from position to position. 

Qualifications:

  • US Sailing Level 1 or Keelboat Instructor Certification, equivalent or more advanced preferred
  • A passion for sailing, the ocean, and working with students
  • Can 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 and directly
  • Comfortable giving and receiving feedback
  • Able to build rapport easily with students and colleagues
  • Passionate about and dedicated to experiential education for students 
  • Able to meet different learning-style needs by varying teaching techniques
  • Sufficiently physically fit to participate in all site and course activities while maintaining ample energy, strength, and focus to aid students
  • Comfortable working outdoors, regardless of weather
  • Able to practice proper self-care and energy management 
  • Able to maintain composure, exercise sound judgment and decision-making, and assess and mitigate risk under extended periods of stress
  • Positive and enthusiastic attitude
  • Excellent references
  • Willing to authorize a federal background check
  • Hold, or are willing to obtain before start date, current First Aid and CPR certification

To apply for this job please visit courageoussailing.org.