Courageous Sailing Employment Application

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We are glad you are interested in working at Courageous! Please complete this application to be considered for an available position. You will need to provide some basic personal information, answer some questions and upload a resume and cover letter if you are a new employee.

**At this time, we remain hopeful that we will be able to run in-person program but this will be depend on current CDC, state, and local guidelines. Employment opportunities in 2021 will be dependent on the form of our programs which will be shaped by the aforementioned guidelines.** 

Courageous is an equal opportunity employer and does not discriminate based on race, color, religion, gender identity, national origin, age, disability, or genetic information.

Sharing information on gender identity and ethnicity is optional. It will be kept confidential and will be grouped together to report overall program demographics to our funders who want to know who is attending our programs and who we are employing. We appreciate your understanding and assistance. 

Basic Information

Please complete with your permanent address.

Secondary Contact Information

How did you hear about Courageous?

Employment Opportunities

Youth Program Employment Opportunities

Select your preferred employment site, position and program. You may specify up to 3 position preferences.

Please note that some positions are only available at certain locations.

Adult Program Employment Opportunities


Cover Letter

Please write a brief (~300 word) narrative of your sailing experience and/or teaching experience. Explain why you would like to work at Courageous, why you're interested in your preferred positions, and how you will contribute to our team.

Accepted file types: .doc, .docx, .rtf, or .pdf


Submit your current resume with relevant education, sailing and/or teaching experience (if applicable) and at least 5 years of past employment experience, if applicable.

Accepted file types: .doc, .docx, .rtf, or .pdf

Returning Staff Application

We're thrilled that you're interested in returning to work at Courageous Sailing! Applicants who worked at Courageous Sailing should complete this page in lieu of submitting a resume and cover letter. If you worked at Courageous Sailing in the past but not last year, you will need to submit a cover letter and resume.

Please include the name of the institution, degree attained, and dates of attendance.

Include 5 years of employment history, including name of business, job title, dates of employment, and job responsibility.

Instructor-in-Training (IIT) Essay **For new IIT applicants only. Please skip this page if you are not a new IIT**

Courageous Sailing’s mission statement is “Transforming lives through sailing programs that inspire learning, personal growth and leadership.” 

Please respond to one of the following (in 750 - 1250 words, or 1 - 2 typed pages in  single-spaced, 12 point, Times New Roman Font):

(1) Describe a situation in which you had to be a leader.

(2) Describe another individual whose leadership skills you admire.


All new applicants: Please provide contact information below of three references.
Reference #1

Reference #2

Reference #3

Interest & Availability

Please note that all staff are required to undergo a criminal background check.

To submit your employment application to Courageous Sailing please click submit below.