Summer Sail Staff - multiple openings!

Pleasant Bay Community Boating
2287 MA 28
Harwich, MA 02645
United States

Job Start Date
Job End Date
Application Closing Date
Manages Others
Experience Required
Degree Required
Security Clearance Required
Housing Provided
From $16.00 To $19.00
Per Hour
Employment Type
Summer Only
Work Schedule
Summer Only
No Travel

Job Description

 Pleasant Bay Community Boating is a community center offering boating, marine education, and environmental stewardship opportunities to residents and visitors to the Pleasant Bay region. We are dedicated to serving all members of the community including those with physical, developmental and cognitive disabilities, as well as under-served families and at-risk youth. This 20-year-old 501(c)(3) organization, with a 3.6-acre campus on the shores of beautiful Pleasant Bay, continues to serve multiple boating interests. We offer youth and adult sailing lessons, community outreach sailing experience, marine science camps and hands-on activities, and boat rentals. Our fleet includes Flying Scots, Sunfish, 420’s, Catboats, Kayaks, Lasers, Opti’s, and a solar-powered floating classroom.

PBCB is looking for a Sailing Coordinator to oversee our sailing instructors and programs. We are also looking to fill multiple Sailing Instructor roles. Our ideal candidates are motivated, passionate, flexible, upbeat, organized, and able to think on their feet. We’re looking for staff that are excited to implement curriculum for sailors of all ages. Our Sailing Coordinator will be confident with a wide range of sailboats and a responsible waterfront supervisor, all with safety as a top priority. Our Sailing Instructors should also be comfortable with some or most of our fleets, as well as teaching students of all ages. 

Please feel free to contact Program Director Ali Hogue ( if you have any questions! To apply, please include a current resume and cover letter. 
Job Requirements
Sailing Coordinator:
❖ Become familiar with our program offerings and be able to help sailors and customers choose the right program for their skill level
❖ Become familiar with our fleet and be willing to help with basic boat maintenance
❖ Plan and lead staff training activities that pertain to sailing and sailing instruction
❖ Be prepared with chalk talks, dock demonstrations, or land-based activities for days with high
winds, fog, or thunderstorms
❖ Work with the Program and Waterfront Directors to make or adjust program decisions based on
weather conditions
❖ Supervise PBCB’s sailing instructors—make sure curriculum is followed, progression is
recorded, lessons are robust, students are engaged, and our programs run safely
❖ Reinforce PBCB’s water safety protocols
❖ Fill in as an instructor or boat driver occasionally, if needed
❖ Assist instructors in rigging or derigging beach fleet boats, leading chalk talks or demonstrations,
or working through challenges presented by sailors
❖ Assist Waterfront Director and Maintenance person with minor upkeep, as needed
❖ Flexibility to work as an evening supervisor or a weekend supervisor, as needed
❖ Willingness to complete 2-3 renter Skills Checks weekly, as needed
In Conjunction with the Program Director:
❖ Using an existing base curriculum, create a repeating day-to-day plan for each of our weekly sailing classes, including drills, lessons, and activities both on the water and onshore
❖ Weekly offerings include youth lessons, adult lessons, family racing, and flotillas
❖ Coordinate community outreach sailing experiences with local organizations such as senior centers and Cape Abilities
❖ Coordinate community events with the help of volunteers, staff, and board members, including flotillas and our adult racing program
❖ Assist with scheduling instructors for all sailing programs

Sailing Instructors:
- Become familiar with our program offerings and be able to answer customer questions
- Be ready to work and greet families/participants before each shift you’re scheduled for (9:15 AM for morning, 12:45 PM for afternoon, 4:15 PM for evening)
- Become familiar with our fleet and be willing to help with basic boat maintenance or storm preparation
- Follow a repeating day-to-day plan and overarching curriculum for our variety of classes, which will include drills, lessons, and activities both on the water and onshore
- Weekly offerings include youth lessons, adult lessons, outreach lessons, adaptive lessons, family racing, and flotillas
- Each lesson should begin with a chalk talk, demonstration, or drill of some kind
- Be prepared with alternate activity plans for days with high winds, fog, or thunderstorms (we will work on this during staff training)
- Help enforce PBCB’s water safety protocols and act as a role model on the bay
- For youth classes, ensure that children are supervised from drop off to pick up, especially those in your boat
- Report issues with boats, students, renters, curriculum, etc. to a supervisor
- Be eager to help with additional small tasks when asked (check-in and check-out, rigging and derigging dinghies, and all other reasonable duties related to working with children and boats)

All Sail Staff:
- Maintain a professional and positive demeanor
- Work alongside PBCB’s directors and instructors to make sure sailors are learning, progressing, and safe
- Friendly, outgoing, organized, responsible
- Always model respect for the water, each other, and our equipment
- Follow all PBCB policies and guidelines
- You must be 18 or older by June 26th, 2023
- Strong background in sailing required, experience with the boats in our fleet preferred
- Able to work outdoors and move small boats using dollies
- Experience creating sailing curriculum preferred, strong experience teaching sailing required
- Willingness to work with people of all ages and skill levels required
- US Sailing Level 1 Instructor certification, or willingness to obtain this certification by the start of our summer programming, preferred
- US Sailing Level 2-3 Instructor certification and/or Adaptive Sailing endorsement preferred if you have an interest in teaching higher level or adaptive sailing classes
- Ability to safely operate a powerboat, or willingness to learn, required
- Willingness to obtain the following certifications required by MA law for all staff: American Red Cross Basic Water Rescue AND American Canoe Association Paddlesports training OR American Red Cross Waterfront Lifeguard, PLUS CDC HeadsUp Concussion training, Neglect/Abuse Mandated Reporter training, and CPR/First Aid training
- Any additional certifications or experience related to sailing, powerboating, boat maintenance, leadership, working with children, or water safety will be strongly considered
- Availability for the duration of our summer programming: June 26th through August 18th, 2023. Completion of virtual staff training, plus attendance at in-person staff training June 14-16th, required.
- Employees are given a complimentary boat rental pass for off duty use
- Salary offers will be determined based on experience and relevant certifications, but will fall in the range of $15-17/hour for instructors and $18 hourly for the Sailing Coordinator.
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