• 64shore
  • ap-cruising-courses
  • yp-excited-boy-classes
  • yp-smiling-kids
  • Summer Sailing Students
  • yp-rhodes-two-boys-on-rail
  • HS-sailing02
  • IIT
  • IIT-program
  • Staff 007

Assistant Site Director, Charlestown Site

Are you a former Sailing Program Head Instructor looking for new challenges and more responsibility? Are you interested building your skills so that one day you could be leading a sailing school, leading a youth development program, or becoming a school or camp director?  Working as a Courageous Sailing Summer Youth Program Assistant Site Director could be the perfect opportunity for you! 
Courageous Sailing operates summertime youth sailing programs at three different locations: the Charlestown Navy Yard on Boston Harbor; Camp Harbor View, located on Long Island in Boston Harbor; and Jamaica Pond, a smaller, freshwater venue located in the heart of the city of Boston.

At Charlestown, the Assistant Site Director works with the Site Director to oversee the day-to-day operation of the youth programs at that site. The Site Director and Assistant Site Director together report to the Youth Program Director, and supervise up to seven different Head Instructors, who each manage teams of between three and eight sailing instructors and daily classes of between 15 and 20 students. 

The Assistant Site Director functions as the Charlestown site's operations manager. This position is a great leadership opportunity for the sort of individual who, for example, has previously been a Head Instructor at another program and is interested in gaining more staff/logistics management experience with a much larger program.

The Assistant Site Director will support the Site Director in managing the following responsibilities:

  • Training and Communication
    • Collaborating with the Youth Program Director and Youth Program Outreach Coordinator to plan and conduct Staff Orientation, Staff Development Clinics, and weekly staff meetings
    • Attending all Senior Staff meetings
    • Communicating daily events, needs, issues and successes to the Head Instructors, Youth Program Director, Youth Program Outreach Coordinator, Evaluation Coordinator, Fleet Manager, and Adult Program Director, as needed or as appropriate
  • Site Management
    • Opening and Closing the site each day (8 am - 4 pm)
    • Managing the division of site resources between Head Instructors and their respective classes
    • Communicating via radio with all Head Instructors to coordinate the safe departure and return of each class at the beginning of the day, lunchtime, the end of the day, and during any emergency management procedure (e.g. bringing boats home before incoming weather event)
    • Communicating via radio with passing ships, ferries, barges and others for whom the youth sailing program may pose a navigational obstruction or hazard
    • Ensuring all boats are tied down and equipment is stowed properly at close of each program session
    • Ensuring the facility is clean and ready for the next day or programs beginning after 4 pm
  • Staff and Student Management
    • Promoting a culture of Safety, Fun, and Learning
    • Work with the Youth Program Director and Outreach Coordinator to create a strong sense of community and support among the staff members at your site
    • Working with the Assistant Site Director or Front Desk Manager to track student attendance
    • Working with the Assistant Site Director of Front Desk Manager to ensure all staff time cards are complete and accurate
    • Ensuring all youth programming proceeds on time
    • Approving Head Instructors' Daily Float and Lesson Plans, and, as needed, discussing ways to execute their plans more effectively or safely
    • Resolving any issues with students, parents, and staff members, as well as passing these on to the Youth Program Director if problems persist
    • Enforcing all safety and instructional standards, and leading the Emergency Action Plan
    • Maintaining an Injury Log and ensuring all Incident Reports are completed and delivered to the Youth Program Director in a timely fashion
    • Interim and End of Season evaluations of Head Instructors and any other supervisees
  • Performing additional related tasks as designated by the Youth Program Director
Required Qualifications:
  • Experience leading teams of staff members within youth development, sailing, education, or camp settings
  • Experience making weather-related programming decisions utilizing a combination of online tools, sensory cues, past experience, and sound judgement
  • Comfort with VHF radio communication
  • Ample experience in sailing and sailing instruction
  • Current First Aid and CPR certification, or more advanced, is required
  • A love for mentoring younger staff and for creating a sense of community and camaraderie among co-workers
  • Current US Sailing Small Boat Level 1 Certification or its equivalent is not essential but preferred; more advanced certification, or combination of equivalent certifications and experience a plus
  • Competency in driving a range of small outboard powerboats is helpful (e.g. center-console, 17' Boston Whalers and Easterns)
  • The ideal candidate would be interested in growing into the Site Director role and taking this position in 2016.
About Courageous 
Courageous Sailing Center is a unique and nationally renowned sailing center, headquartered in Boston's Charlestown Navy Yard. Our Charlestown site is a short walk from many different public transit options including the subway, buses, and commuter ferry. We use sailing as a platform to teach teamwork and responsibility, instill confidence and respect for the natural environment, and transform the lives of our city's youth. While famous 12-meter Courageous is no longer a member of our fleet, we now boast a fleet of over 70 vessels, including Rhodes-19s, J/22s, J/24s, 420s, Lasers, and an assortment of small cruising vessels. In 2014, over two thirds of our students received scholarship assistance or completely free summer programming, which included services like free meals, academic instruction, and swimming lessons.
Our Team 
Each year, Courageous hires nearly 100 seasonal staff and instructors. The Courageous instruction team is enthusiastic, energetic, and diverse, united by common passions for sailing, the ocean, and working with kids.  They range in age and experience from high school and college sailors, to NOLS instructors, to internationally renowned racers and seasoned cruisers. Our staff members also enjoy a wide range of benefits, including: racing opportunities, professional development support, connection to the growing Courageous alumni network, and the satisfaction of having a job that makes a difference.  We also hire experienced educators, naturalists, and outdoor educators who enhance our summer programs with their unique expertise.
Come spend your summer sharing your love of sailing, making a difference, and being part of an exceptional team of instructors who are united by their dedication to the mission of Courageous Sailing Center!
To Apply:
Visit www.courageoussailing.org/summer-youth-program-openings and complete our online application by answering a few questions and uploading your cover letter and resume.  We look forward to hearing from you!