Careers

Are you looking to spread sailing knowledge to the youth and adults of Sheboygan and beyond? If so, we are the place for you! With flexible hours, a beautiful facility and dedicated students and supporters, SYSC is truly one of the very best places to be a sailing instructor.

 

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Openings for the upcoming Season

Youth Sailing Instructor
Our summer staff of youth sailing instructors teach a wide variety of youth sailors who come through our program. They should be prepared to teach groups of Opti Beginners as well as Private Lessons all the way up to 420 and Keelboat sailing. We offer training for new instructors and always aim to have a positive, safe and enjoyable working environment! 

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If you have further questions or are interested in applying for the 2026 season, we encourage you to contact us at info@sheboyganyouthsailing.com or 920-459-0755.