Pathways Program Manager

Company: SailFuture
Location: Saint Petersburg
Posted on: February 19, 2026

Job Description:

Job Description Job Description About the SailFuture Academy The SailFuture Academy is a purposefully disruptive, private non-profit high school in St. Petersburg, Florida. Our mandate is to develop an exceptional model for system-involved youth and families experiencing extreme poverty. We believe in making exceptional education accessible to hard to reach youth, and empowering our students to achieve economic freedom and social mobility through a pragmatic high school experience. Students focus on foundational academic and character development curriculum in 8th - 10th grade and participate in an in-house internship in 11th grade and an external apprenticeship in their 12th-grade year. Most notably, every student participates in a 7-week, international rite-of-passage sailing expedition onboard a 100’ school ship. Pathways Program The SailFuture Pathways Program bridges the gap between High School and Career through exposure, work-based learning opportunities, and structured life planning. In 8th / 9th grade students are exposed to different careers through business tours and site visits, as well as industry analysis. In 10th grade students deepen their knowledge of various industries through consultancies with local businesses and explore post-graduation pathways in detail. In 11th grade students participate in a twice per week internship rotation, gaining experience at 5 different businesses throughout the academic year. In 12th grade, students work 3 days per week as at a local business. Feedback from their employers determines their final grade. In addition to their externship, 12th grade students spend the year completing a comprehensive ‘life map’ outlining their immediate and short-term plans for housing, transportation, employment, education, budgeting, and self sufficiency. Pathways Program Manager The Pathways Program Manager will be responsible for recruiting and sustaining employer relationships, designing and delivering the pathways curriculum, leading the 12th grade life plan project, and matching students with employers. The Pathways Program Manager will maintain communication and regular check-ins with students and employers during their time at SailFuture Academy and after graduation. They will be responsible for maintaining records of students' activities and progress post-graduation. Responsibilities Facilitate student internship and apprenticeship program Coordinate and facilitate daily transportation logistics Data entry and documentation for program eligibility Establish meaningful relationships with students and families Recruit and nurture relationships with employer partners Serve as the primary parent contact and campus advisory leader for Year 3 and Year 4 students Assist with community engagement programs Track and report intern and apprentice's employment, attendance, and performance Assist in the creation, management, and facilitation of the pathways curriculum Create Individual Service Plans (ISS) for students Regularly meet with students while enrolled at SailFuture Academy and post-graduation Track and report progress in graduation requirement activities and post-graduation activities SailFuture is a small team and values in-person collaboration. This position reports directly to our Head of School and maintains a Monday through Friday, 8am - 5pm Qualifications Deep understanding of business and entrepreneurship Lived or Professional experience that enables empathy for the kids we serve Possesses a ‘whatever it takes’ mentality 5 years management or leadership experience Compensation: $60,000 - $70,000 depending on experience 7 weeks paid time off 7 Paid Holidays $250 per month employee health contribution 401k with 6% match Perks: 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

Keywords: SailFuture, Spring Hill , Pathways Program Manager, Administration, Clerical , Saint Petersburg, Florida