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Courageous Sailing

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Courageous Sailing Reviews

4.7

95% would recommend to a friend

(20 total reviews)
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Dave DiLorenzo

100% approve of CEO

71% positive business outlook

Courageous Sailing has an employee rating of 4.7 out of 5 stars, based on 20 company reviews on Glassdoor which indicates that most employees have an excellent working experience there. The Courageous Sailing employee rating is 26% above average for employers within the Non-profit and NGO industry (3.7 stars).

Reviews by job title

20 reviews
4.0
3 Apr 2019
Recommend
CEO approval
Business outlook

Pros

Lots of autonomy regarding sailing activities. Clear expectations.

Cons

Sometimes wasteful with our time.

1.0
7 Oct 2016
Recommend
CEO approval
Business outlook

Pros

- Working outside & on the water - Admin and management staff was great and very supportive, albeit spread way too thin with the number of programs they have going on in the summer - Non-profit

Cons

- So regulated that even program head instructors have no real flexibility in planning activities or progression of skills taught - The amount of paper work and documentation required for every tiny little thing was unbelievable. There was also no time to do all this. In their defense however, pretty much all of this is state-mandated. Thank you Massachusetts for sucking all the fun out of summer camp. - instructors working under me were high schoolers with no work experience who barely knew how to sail themselves, let alone how to teach - Location! The traffic in Boston harbor is way too busy to shepherd around a large group of kids who have no idea what they're doing in a boat. Also commuting to the Navy yard by public transport was terrible. The buses that are meant to stop nearby were reliably no where to be found. - Kids in this program had learned nothing in earlier years or "levels" so what should have been the advanced group was forced to go back to the basics - They try to squeeze way too many kids into one boat - Pay was way too low for the demands of the job or compared to similar positions elsewhere. Working at a non-profit has it's drawbacks.

5.0
16 Jan 2026

Great Place

Recommend
CEO approval
Business outlook

Pros

Flexible scheduling, supportive management, kind and supportive coworkers.

Cons

Sometimes the customers, but that's and issue with all customer facing rolls.

Viewing 1 - 3 of 20 Reviews

Glassdoor has 24 Courageous Sailing reviews submitted anonymously by Courageous Sailing employees. Read employee reviews and ratings on Glassdoor to decide if Courageous Sailing is right for you.