Team Leader (Counselor) - Courageous Sailing


Job Description

Swim Sail Science (SSS) is a no-cost, fun, five-week program in conjunction with Boston After School and Beyond and Boston Public School for rising 4th and 5th graders who are identified as being at risk of summer learning loss and who can most benefit from summer programming. During our program we provide participants with inquiry-based instruction and activities in English language arts, math, sailing, swimming lessons, and hands-on science.


  • Ride on the buses to ensure students get to and from the sailing center each day 
  • Monitor students’ behavior while on the buses Monitor breakfast and lunch each day 
  • Oversee behavior management of participants 
  • Engage participants during transitions with games and other activities 
  • Attend 5 days of all staff orientation 
  • Attend staff meetings 
  • Be a constructive and amiable member of the Courageous team 
  • Maintain a fun, positive, friendly atmosphere for your participants
  • Instill a sense of respect and safety for the Courageous fleet, Boston Harbor, and for each person

Apply by: May 21 2017


Camp/Organization: Courageous Sailing

Location: Boston, MA

Type of Position: General Staff

Time Frame: Seasonal


2017 Mandatory Dates:

  • All Staff Training: June 26-30 Monday-Friday 8AM – 4PM, from Monday, July 3 – Friday, August 11 (approximately 35 hours per week) 
  • Staff Retrain Day: Monday, July 24 
  • End of Season Staff Day: Monday, August 14 
  • Additional work is available Tuesday, August 15 – Friday, August 25

All staff are eligible to request up to 3 vacation days



  • Experience with and/or interest in working with underserved populations and students with behavioral difficulties 
  • Desire for personal growth and opportunities to learn in a unique program environment 
  • Behavior management and teaching skills 
  • Current First Aid/CPR certification 
  • Positive and enthusiastic attitude 
  • Excellent references 
  • Team-oriented 
  • A strong interest in and/or experience with sailing and the marine environment

Additional Information

For more information visit


Apply Here


Toni Sacco

Courageous Sailing One First Ave
Boston, Massachusetts 02129