Job Opportunities

Sailing Coach

J World Annapolis is always looking for talented, enthusiastic sailing instructors and coaches to teach and lead keelboat sailing programs primarily in our fleet of J/80s for both youth and adult programming.  We employ coaches on a part or full time seasonal basis.

Candidates should be enthusiastic role models and educators for their students while upholding the safety policies and curriculum goals of J World Annapolis. Mutual respect and willingness to work with other staff is necessary as we aim to form a successful team for the Annapolis season.  US Sailing Basic Keelboat instructor certification strongly encouraged. Hours are available beginning in April, running through the end of October either full-time, part-time, or per diem.

The more flexible you are–both in ability and interest–the more opportunities there are to work a variety of course types.   As a US Sailing-certified school, we follow the US Sailing certification course progression, but we also offer exciting opportunities to coach racing classes and corporate team building events, too.

The work is demanding. Staff are responsible for supervising and managing students and other coaches. They are in charge of course curriculum and progression, leadership training, and written evaluations of students and colleagues. In addition, coaches are expected to be current in first aid.

If you are interested in joining our team, please submit a resume and cover letter to or call us at (410) 280-2040.  Qualified coaches will then be invited to our spring training, which is held in Annapolis in late March.


J World Annapolis and the Chesapeake Boating Club are looking for motivated individuals to join our team for the boating season. As a dockhand, you will support our day to day operations, ensure our boats are kept clean and presentable, and interact with clients on a regular basis. No experience necessary, we only ask that you are motivated and willing to learn!

To apply for a position as a dockhand, please fill out our online application.

Skip to toolbar