Work for Courageous

At Courageous we are committed to making the highest quality sailing education accessible to the community. We rely on instructors and staff members who are great sailors as well as great teachers. Our staff members are dedicated and hardworking, able to handle any number of unexpected surprises the day throws their way, and enjoy working outdoors. Come join an incredible team of people as we work to provide access to the water and have a great time doing it.

Current Job Openings

Current openings are listed below. We look forward to seeing you down on the Pier!

Summer Youth Program Instructors

We seek highly motivated, skilled sailing instructors and educators, those who will ensure that our students are safe, have fun, and have the optimal setting to grow and learn as blossoming sailors.

Available jobs will be posted after January 1, 2017.

Cruising Instructor

Reports To: Adult Program Director
Status: Part-time
Date of Last Revision: November 2016

Contact the Adult Program Director to apply. Email your application to: adam@courageoussailing.org

Position Summary

Courageous Sailing, a 501(c)3 nonprofit engaged in sailing education for Boston youth and the community, seeks US Sailing certified Cruising Instructors to teach courses and private lessons, May 1st through October 31st. Most classes run on the weekends and weekday evenings. Hours are flexible and pay rates are to be commensurate with experience.

Respond with a cover letter and resume, only via email, to: adam@courageoussailing.org.

Responsibilities

These include, but are not necessarily limited to, the following:

  • Teach US Sailing Basic Cruising and Bareboat according to the curriculum as laid out by US Sailing and Courageous Sailing
  • Provide a safe, positive and fun learning environment for students
  • Be a knowledgeable ambassador for Courageous Sailing, Charlestown, Boston Harbor and the sport of sailing
  • Exercise good judgement in challenging situations, both on and off the water

Benefits:

  • Teaching sailing on Boston Harbor – not a bad way to spend your spare time
  • Compensation: Starting at $25/hour for certified US Sailing-certified Cruising Instructors with USCG license.
  • Free membership for instructors who commit to teaching at least 4 classes during the season. Check out our website for details, but this means free use of the fleet and access to all member racing, events, parties, etc.
  • The chance to have a really good time, become a better sailor and better teacher, and be part of a great organization.

Qualifications

Minimum qualifications include:

  • Captain’s License or “six-pack”
  • Current First Aid/CPR certification
  • US Sailing Basic Cruising Instructor or Bareboat Cruising Instructor certification
  • Experience teaching sailing
  • Positive and enthusiastic attitude
  • Outstanding references
  • A passion for grassroots sailing, cruising, the ocean and the environment

Other Considerations for this position:

  • US Sailing certifications (Lifeguard, EMT, WFA, WFR, etc.)
  • Additional teaching experience, especiallly outdoor or experiential education
  • Previous experience cruising Massachusetts Bay and surrounding waters a plus

Keelboat Instructor

Reports To: Adult Program Director
Status: Part-time
Date of Last Revision: June 2014

Contact the Adult Program Director to apply. Email your application to: adam@courageoussailing.org

Position Summary

Courageous Sailing, a 501(c)3 nonprofit engaged in sailing education for Boston youth and the community, seeks US Sailing certified Basic Keelboat Instructors to teach courses and private lessons, May 1st through October 31st. Most classes run on the weekends and weekday evenings.

Respond with a cover letter and resume, only via email, to: adam@courageoussailing.org.

Responsibilities

These include, but are not necessarily limited to, the following:

  • Teach US Sailing Basic Keelboat or Cruising according to the curriculum as laid out by US Sailing and Courageous Sailing
  • Provide a safe, positive and fun learning environment for students
  • Be a knowledgeable ambassador for Courageous Sailing, Charlestown, Boston Harbor and the sport of sailing
  • Exercise good judgement in challenging situations, both on and off the water

Benefits

  • Teaching sailing on Boston Harbor – not a bad way to spend your spare time
  • Compensation: $15/hour for US Sailing-certified Keelboat Instructors; $20/hr for certified US Sailing-certified
  • Cruising Instructors with USCG license
  • Free membership for instructors who commit to teaching at least 4 full Basic Keelboat classes during the season.Check out our website for details, but this means free use of the fleet and access to all member racing, events, parties, etc.
  • The chance to have a really good time, become a better sailor and better teacher, and be part of a great organization.

Qualifications

Minimum qualifications include:

  • US Sailing Level 1 or Keelboat Instructor Certification, equivalent or more advanced
  • Current First Aid/CPR certification
  • Passing sailing checkout with Head Cruising Coach or Sailing Director
  • CSC motorboat qualified (mandatory in-house certification equivalent to completion of NASBLA-approved safety boat course through the MA Environmental Police and/or through the US Sailing Level I certification course)
  • 1-2 years experience teaching sailing
  • Exposure to basic sailboat and engine maintenance
  • Must be available for occasional overnight cruises and island campouts
  • Positive and enthusiastic attitude
  • Self-starter with strong work ethic and attention to detail
  • Team-oriented
  • Outstanding references
  • A passion for sailing, cruising, the ocean, the environment and working with youth

Other Considerations for this position:

  • Other certifications (Lifeguard, EMT, WFA, WFR, etc.)
  • Prior experience with out-of-school, outdoor, or experiential education
  • Previous experience cruising Massachusetts Bay and surrounding waters a plus
  • Camping experience

About Courageous Sailing

Courageous Sailing is a non-profit sailing center dedicated to transforming the lives of underserved populations of youth and adults through sailing. The program has been in continuous operation since 1987 and is based in the Charlestown Navy Yard on Boston Harbor. The youth program is supported by the operation of the adult program, grants, corporate sponsorships, individual donations and fundraising events. With a large fleet of Rhodes 19s, J80s, J22s, J24s, 420s, Lasers, RS Quests and an assortment of 30-35′ cruising boats, Courageous is one of the largest nonprofit, keelboat-based sailing schools and community sailing programs in the northeast. Courageous’s adult and corporate programs are the largest single source of revenue for the organization and provide critical support and infrastructure for our youth program.

COURAGEOUS SAILING is an Equal Opportunity Employer.

Courageous Sailing does not discriminate in employment on the basis of race, color, religion, sex, sexual orientation, national origin, age, genetic, disability or veteran/Reserve/National Guard status.