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High School Educator

SailFuture

Saint Petersburg, FL 33713 • 10/2/2026

Job Description

Job Description

About SailFuture Academy

SailFuture Academy is a private, nonprofit high school in St. Petersburg, Florida. Our mandate is to develop an exceptional educational model for system-involved youth and families experiencing extreme poverty.

We make exceptional education accessible to hard-to-reach youth, empowering students to achieve economic freedom and social mobility through a pragmatic high school experience. Students focus on foundational academic and character development in 8th through 10th grade, participate in an in-house internship in 11th grade, and complete an external apprenticeship in 12th grade. Every student participates in a 7-week international rite-of-passage sailing expedition onboard a 100’ school ship.

Responsibilities:

  • Develop and lead project-based learning curriculum and lesson plans within your subject area, in close partnership with school leadership.

  • Facilitate learning for students in a hands-on, inquiry-driven classroom environment built around critical thinking and real-world application.

  • Establish meaningful relationships with students and families that improve behavior, academic performance, and long-term outcomes.

  • Contribute to school-wide culture by upholding and modeling community standards in and out of the classroom.

  • Design and execute culminating projects each term that showcase student learning through tangible, high-quality outcomes.

SailFuture is a small team and values in-person collaboration. This position reports directly to our Head of School.

Qualifications:

  • 2-5 years of professional experience

  • Experience leading teams

  • Previous experience in teaching, training, or education

  • Possess a ‘whatever it takes’ mentality

  • Flexible and able to thrive in a start-up environment

  • Successful track record working with at-risk youth

Benefits:

  • $250 per month employee health contribution

  • 401k with 6% match

  • 2 weeks Paid Time Off