Courageous IIT Program 

Through this 7-week summer job-training program, students make the transition from student to instructor, developing their abilities to teach, lead, and inspire the next generation of Courageous kids. Under the guidance of our senior instruction team, participants first attend a one-week, pre-season training sessions and then participate in six weeks of intensive professional training, covering everything from teaching theory and classroom management, to long-distance cruising, safe powerboat operation, race committee administration, and boat maintenance.


Satisfactory completion of Step 4 or equivalent and 15-years-old by July 1, 2014. Selection based upon application, sailing check, interview, and references. Program may be repeated, with students typically participating for 2 consecutive years.


If you are a Boston resident who will be 15 years old by July 1, 2014 and want to apply for our Instructor-in-Training program, but have limited to no sailing experience, you should still apply.  You may still qualify to for a position in the IIT program. Please complete the application as soon as possible and email Kate Henderson, Director of Youth Programs, or Rebecca Inver, Youth Program Outreach Coordinator, if you fall into this category.

For New Applicants to the IIT program

Applications are due by March 1, 2014! Based on applications, a select group will be called back for an in person interview and sailing test later in the spring.

We are no longer accepting applications for the 2014 Instructor-in-Training (IIT) Program. If you have questions about 2015, contact us.

For 2nd Year or Returning IITs

If you have successfully completed the 1st year of the IIT program and wish to return for a 2nd year, please email Rebecca Inver, Youth Program Outreach Coordinator, to notify her of your interest in being considered for rehire. If you do not notify her by February 1, 2014, you hurt your chances of being rehired. For those to wish to be rehired, an interview and sailing skills test may be conducted later in the spring, exact process and dates TBA.

For IIT Parents

If you are a parent or family member of a student who would like to become an IIT or return for their second season as an IIT, please click here for more information about the 2014 program, including elligibility, the application process, program dates, student expectations, compensation, and more. As there is a lot of good information in this document, it is probably a good idea for all IIT applicants to read it, too. 

For Boston Residents Only

Apply to the Boston Youth Fund/Hopeline program. This usually happens during the month of February.  The 2014 application period will end March 3.  For more details, click here:

Teen Working Permit

Note that if you are a minor working in the Commonwealth of Massachusetts, you must obtain a working permit before beginning a new job. Completing this application takes time, and will require signatures from you school, primary care physician,a parent/guardianand your new employer. Don't try to apply last minute! Click here to start your application and here to find out more about Massachusetts regulations for teen workers.



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