Chicago sailing, Detroit sailing, instruction, sailboat lessons, an innovative sailing timeshare program and more.

Join the Professionals at Pinnacle

Good people beget good people. We currently seek good people to join our phenomenal team and excel in the following positions.

Detailers

We seek conscientious persons to clean, polish and finish our fleet of yachts in Chicago. Experience working on boats is not required. We will train the right persons. Full-time, year-round, position. Four day work weeks in Fall and Winter. Five day work weeks in Spring and Summer. Above-market compensation, health insurance and paid vacation.

Apply Now

Maintenance Technicians

We seek conscientious, enthusiastic persons that work and think independently to join our superb team of yacht maintenance techs in Chicago. Mechanical and/or electrical aptitude and/or education is required. We will train you on our specific yachts. Four-day work weeks. Full-time, year-round, career position. Compensation includes salary, health insurance plus five weeks of paid vacation.

Apply Now

Dock Hands

We seek conscientious, courteous persons to assist our Members as they arrive and depart our docks, and attend to other matters. Experience working with boats is not required. We will train the right persons. Part-time, seasonal positions primarily on a Saturday and/or Sunday. Above-market compensation comprised of hourly wage and gratuities. An excellent position for senior high school or college students, or retired persons.

Apply Now

USCG Licensed Captains

We seek skilled, conscientious, courteous persons to assist our Members to pilot their sail and/or powerboat as independent contractors, and/or to be instructors as employees of our sailing and powerboat school. A current USCG license is required. Part-time, seasonal work. Above-market compensation comprised of an hourly rate and gratuities.

Apply Now

Submit Your Application Now Go
  Learn What Members Have To Say Go
Be Among The First To Know Go
  Spread The Word Go

"The best thing you may have ever done is found Pinnacle Yachts. You have given so many people so many great life experiences. That is the mark of a great business!"

T.L.
CEO, Public Relations Firm
Captain, Eclipse

Chicago sailing, Detroit sailing, instruction, sailboat lessons, an innovative sailing timeshare program and more. Sailboat instruction, lessons, sailboat timeshare program, Detroit & Chicago sailing.