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Step 4 Head and Assistant Coach

Reports to: Site Director and Youth Program Director
Status: Seasonal, Full-Time
Date of Last Revision: December 17, 2015


Step 4 is a combination of dinghy sailing on Lasers, 420s, and RS Quests, and performance cruising in our J/80s. Students are advanced sailors working on both racing and cruising fundamentals. This is the first opportunity for many of our students to sail dinghies and fly spinnakers, to learn to race and to navigate safely around Boston Harbor. Each session is 3 weeks, and will include both regattas and overnight camping trips to the Boston Harbor Islands. The Step 4 Coaches will work closely with the dinghy and sportboat/cruising coaches to ensure that students are getting the most out of their time on the water.


  • Create comprehensive lesson plans for each session
  • Work with the dinghy and sport boat/cruising coaches to create a float plan each day which is shared with the site director
  • Prepare lessons for days when sailing is not possible
  • Plan, organize and prepare for camping trips and regattas
  • Facilitate chalk talks for students
  • Help lead chores at the end of each day
  • Distribute and facilitate evaluation surveys twice per session
  • Communicate with the parents of students regarding what students need to bring each day and how each student is progressing
  • Complete a Massachusetts Work Based Learning Plan for each of your instructors
  • Attend 3-day senior staff orientation and all 5 days of all staff orientation
  • Attend staff meetings
  • Be a constructive and friendly member of the Courageous team
  • Maintain a fun, positive, friendly atmosphere for your students
  • Instill a sense of respect and safety for the Courageous fleet, Boston Harbor, and for each person


  • US Sailing Level 1 Instructor Certification, equivalent or more advanced
  • 2-3 years sailing instruction experience
  • 2-3 years of experience sailing both dinghies and performance keelboats
  • Racing experience and familiarity with the Racing Rules of Sailing
  • Completion of NASBLA-approved safety boat course through the MA Environmental Police and/or through the US Sailing Level I certification course
  • Current First Aid/CPR certification
  • Positive and enthusiastic attitude
  • Outstanding communication and team management skills
  • Excellent references
  • A passion for sailing, the ocean, and working with kids


2016 Schedule:

Senior Staff Training: June 22-24
All Staff Training: June 27-July 1
Monday-Friday 8:30 AM – 4:00 PM, from Tuesday, July 5 – Friday, August 19