Senior Educator

SailFutureSt. Petersburg, FL
$60,000 - $70,000Onsite

About The Position

SailFuture Academy is a private, nonprofit high school in St. Petersburg, Florida, dedicated to creating an exceptional educational model for system-involved youth and families facing extreme poverty. We aim to make education accessible to hard-to-reach youth, empowering them towards economic freedom and social mobility through a pragmatic high school experience. Our program includes foundational academic and character development (8th-10th grade), an in-house internship (11th grade), and an external apprenticeship (12th grade). A unique component is a 7-week international rite-of-passage sailing expedition on a 100’ school ship. The Senior Educator role is a leadership position for an experienced educator skilled in curriculum design, teacher development, and building impactful student relationships. This role involves owning the department's instructional program from its foundation, including designing project-based units, writing curriculum in collaboration with school leadership, and continuously refining classes. The Senior Educator will also serve as an instructional model for less experienced staff, demonstrating best practices in the classroom. SailFuture Academy follows a year-round, 5-term calendar, with each term lasting approximately eight weeks, followed by a two-week student break. Senior teachers receive seven weeks of paid time off annually, distributed across break periods and summer. A typical workday is from 8:00 AM to 4:00 PM, with 10 to 15 hours of dedicated planning and grading time weekly. While time off offers flexibility, it requires strong self-management to meet curriculum development, preparation, and student-facing goals.

Requirements

  • Deep expertise in curriculum design, project-based pedagogy, and classroom facilitation.
  • Lived or professional experience that enables genuine empathy for the students we serve.
  • A track record of mentorship and leadership with other educators or staff.
  • A “whatever it takes” mentality grounded in discipline and follow-through.
  • 5+ years of teaching experience, with at least 2 years in a leadership or mentor capacity.

Responsibilities

  • Co-author and lead project-based learning curriculum and lesson plans within your subject area, in close partnership with school leadership.
  • Manage responsibilities with autonomy
  • Facilitate learning for students in a hands-on, inquiry-driven classroom environment built around critical thinking and real-world application.
  • Serve as a mentor and instructional model for junior teaching staff, supporting their development through coaching, co-planning, and direct feedback.
  • Establish meaningful relationships with students and families that improve behavior, academic performance, and long-term outcomes.
  • Serve as the primary parent contact and campus advisory leader for students in your assigned crew.
  • 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.

Benefits

  • 7 weeks paid time off
  • 7 Paid Holidays
  • $250 per month employee health contribution
  • 401k with 6% match
  • Membership to Clearwater Community Sailing Center (Kayaks, sailboats, beach)
  • Consistent time off throughout the year (1 week every 7 weeks)
  • 10-15 hours of planning time per week
  • (2) 1-week all expenses paid sailing experiences with faculty and students
  • Curriculum freedom and autonomy
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