Fleet & Facilities Manager

In by Russ

Website Courageous Sailing, Inc.

Every child's perspective is improved 50 yards offshore.

Reports To: Executive Director
Status: Full time
Description Last Updated: 5/1/2024

Position Overview
Courageous Sailing transforms lives through sailing programs that inspire learning, personal growth, and leadership. Since our inception as a 501(c)(3) nonprofit in 1987, our programs have utilized sailing and the marine environment as platforms for social-emotional development and out-of-school-time learning. We are committed to making sailing accessible to metro Boston youth from all walks of life, and we hold true to our founder’s conviction that “Every child’s perspective is improved fifty yards offshore.”

Located on Boston Harbor, with a fleet of 25 Rhodes 19s, 4 J80s, 10 420s, 12 Lasers, 7 RS Quests, 6 RS Ventures and an assortment of 27’+ cruising boats, Courageous is one of the largest nonprofit, keelboat-focused sailing schools and community sailing programs in the northeast.  In addition to youth programs, we offer adult memberships, instruction, and racing.

The Fleet and Facilities Manager reports to the Executive Director; works closely with the Operations Director, Adult Program Director and Manager, and Youth Program Director; and supervises full-time and part-time staff.  Their primary responsibility and area of focus is maintaining the fleet and facilities. 

Courageous Sailing Leadership Team Qualities

Courageous strives to be a workplace where employees of all identities and backgrounds can thrive in any role or position. When assessing candidates to join our organization, we are not looking for someone who is “perfect” but someone who will be an ideal team member that is also excited about the Courageous mission. Ideal Leadership Team member qualities include but are not limited to:

  • Ability to participate in and contribute to a safe, engaging, and respectful work environment
  • Ability to promote safety by exercising sound judgment and decision-making and able to assess and mitigate foreseeable hazards
  • Ability to promote respect by cultivating a kind and inclusive community and assisting with supporting and ensuring everyone can be successful
  • Ability to promote engagement by helping to create systems that clearly articulate expectations and empower our staff, students, and patrons


  • Oversee and perform dock, fleet, and building maintenance
  • Hire and supervise maintenance staff
  • Maintain a comprehensive maintenance log
  • Perform annual condition survey for major equipment and fleet
  • Develop and manage the budget for Courageous maintenance programs
  • Coordinate all maintenance calendars and personnel schedules with Program leaders to complement program needs
  • Participate in operational planning for Courageous Sailing as a whole
  • Take primary responsibility for maintenance procurement with outside contractors and vendors in compliance
  • In coordination with Program leaders, take responsibility for safe and prudent practices with respect to the fleet and facilities
  • Stay in compliance with applicable laws and regulations for all of the above

Job Qualifications

  • Minimum of three years’ experience in small boat and routine outboard motor maintenance
  • Comprehensive knowledge of the methods, tools and equipment used in the repair of boats and engines including fiberglass, basic wiring and woodworking
  • Strong organizational and project planning skills 
  • Excellent communication skills both in person and from a computer; comfortable giving and receiving feedback
  • Fluency with Microsoft Word & Excel/Google Docs & Sheets required
  • A commitment to promotion of high quality sailing experiences, particularly for marginalized populations
  • Able to work proactively, independently and collaboratively
  • Prior sailing experience required
  • Enthusiasm and passion for the mission of Courageous

Salary Range: $55,000-$70,000

Apply: https://courageoussailing.org/employment-application/