Business & Entrepreneurship Program Manager

SailFuture
Saint Petersburg, FL


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.

Entrepreneurship Instructor
At SailFuture Academy, our Business and Entrepreneurship curriculum forms the cornerstone of our educational approach. Our educational philosophy is rooted in a hands-on approach, encouraging students to experiment and create their own classroom business ventures to learn, act, and gain firsthand experience.

For instance, you may supervise a project in which students design, market, and sell t-shirts at a nearby middle school. Alternatively, you might organize a visit to a business where students perform a consultation, including a digital marketing strategy and brand redesign, or facilitate the cold calling of products made in a woodworking class.

Additionally, you will serve as a thesis advisor and educator for the senior class's business plan thesis projects, dedicating two classes each week to teach and guide students through the development of a polished business plan for a venture-backable product or service.

Our curriculum is crafted in-house, allowing you to collaborate closely with school leadership to develop, deliver, and implement the curriculum with significant creative freedom.

SailFuture Academy operates on a year-round, 5-term calendar with breaks between terms for students. Instructors work throughout the year, with designated weeks for planning and training during student breaks.

A typical workday runs from 8:00 am to 4:00 pm, with the aim of reducing after-hours work. Instructors benefit from dedicated annual planning and training time, along with weekly planning periods and allocated grading and planning time from 2:00 pm to 4:00 pm daily.

Responsibilities:

  • Work in partnership to co-author project-based learning curriculum and lesson plans

  • Lead up to 25 students in a classroom designed to teach critical thinking and problem-solving in a hands-on and project-based way

  • Lead a class of senior students to the successful completion of their business plan thesis

  • Ensure students uphold community standards in the classroom and within our community

  • Establish meaningful relationships and build trust with students and families to assist in improving their behavior, educational performance, and social relationships

  • Serve as the primary parent contact and campus advisory leader for students in your assigned ‘crew’

  • Submit daily professionalism score and assignment feedback for each student using provided rubric and guidelines

The Ideal Candidate:

The ideal candidate is aligned with our core values and is eager to begin, and capable of sustaining, the work needed to build a legacy project. The ideal candidate will:

  • 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:

  • 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

Posted 2026-05-06

Recommended Jobs

Office Clerk

Alphabe Insight Inc
Tampa, FL

Company Description At Consider Posh Pro, we’ve got a knack for turning dull moments into dazzling opportunities. We’re the ones who add a splash of color to the black and white world of sales. How …

View Details
Posted 2026-05-03

Blood Center Technician I (Mobile) - Lee Memorial Hospital

Lee Health
Fort Myers, FL

Location: Lee Memorial Hospital -2776 Cleveland Ave Fort Myers FL 33901 Department: Lab - Donor Svs Work Type: Full Time Shift: Shift 1/6:00:00 AM to 6:00:00 PM / Will be required to wor…

View Details
Posted 2026-04-27

Mammography Technologist

Radiology Regional Center, P.A
Naples, FL

Job Description: Artificial Intelligence; Advanced Technology; The very best in patient care. With decades of expertise, we are Leading Radiology Forward . With dynamic cross-training and advanceme…

View Details
Posted 2026-02-27

Home Health Aide

Parx Home Health Care
Boca Raton, FL

Parx Home Care is looking for a talented Home Health Aide to join our amazing team for a 1099 position. The  Home Health Aide  will have the rewarding opportunity to provide personalized care an…

View Details
Posted 2026-05-07

Certified Occupational Therapy Assistant

H2 Health
Clermont, FL

H2 Health Prime Living - Clermont PRN/Part-Time (10-20+visits/week) - Flexible Schedule! Are you a passionate and motivated Certified Occupational Therapy Assistant looking to enhance the lives …

View Details
Posted 2026-03-31

Automotive Service Technician - Experienced

Honda of the Avenues
Jacksonville, FL

Job Description Job Description About Us Join a Winning Team at Lou Sobh's Honda of the Avenues! Here at Honda of the Avenues, we have a great history of providing career opportunities for sha…

View Details
Posted 2026-04-11

Relativity Administrator

CGS Federal (Contact Government Services)
Tampa, FL

Job Overview Employment Type: Full‑Time, Experienced. Department: Technology Support. CGS is seeking a Relativity Administrator to join our team supporting the legal organization within a large Feder…

View Details
Posted 2026-05-06

Market Sector Leader, Workplace (Corporate Campus)

Cuningham
Orlando, FL

Job Description Job Description This is a rare opportunity to shape the future of corporate campus workplace design at a national scale.   We are seeking a Market Sector Leader to help Cuning…

View Details
Posted 2026-04-11

Leasing Consultant

BGSF
Jacksonville, FL

Apartment Leasing Consultant Jacksonville, FL 32202  Step into a professional leasing environment where experience, presentation, and customer service matter. This full-time Leasing Consultant / L…

View Details
Posted 2026-04-11

Financial Analyst

ICBD
Fort Lauderdale, FL

Financial Analyst – ICBD  Downtown Fort Lauderdale, FL HQ – In-Office   About ICBD  ICBD is a robust single-family office focused on private investment and business development, support…

View Details
Posted 2026-03-21