Assistant Principal: Train in NY, Launch in Miami

Tired of the Northeast winters? Ready to trade the slush for the sunshine without leaving the mission behind?

Success Academy is the fourth-largest public school system in New York State, serving nearly 22,000 predominantly Black and Hispanic students from low-income backgrounds. We lead the state in math and reading performance, and 100% of our graduates have been accepted to four-year colleges. We’ve proven what’s possible in New York—now, we’re taking that proven excellence to Florida.

We are looking for high-performing Tri-State educators ready to make a literal life-style change. This is a unique, phased transition for the 2027-2028 Florida launch:

• Year 1 (The Training Ground): Spend the upcoming school year in New York City. You will immerse yourself in our culture, master our curriculum, and train alongside our most seasoned leaders.
• Year 2 (The Move): In Summer 2027, you will relocate to Florida as a founding Assistant Principal to open our inaugural Miami-Dade County schools.

• Leave the cold behind. Imagine finishing a high-impact school day and heading to the beach instead of shoveling snow. This isn’t just a career move; it’s a total upgrade to your quality of life.
• Be a Founder: You’ll be on the ground floor of Success Academy’s historic first expansion outside of New York.
• No Compromise on Excellence: You don't have to choose between a premier career in education reform and a warmer climate. You get the "sky-high" standards of SA with the lifestyle of Miami.
• A New Chapter for Florida: You will play a pivotal role in delivering a life-changing education to underserved children in Miami, applying the expertise you honed in the Tri-State.

If you’re a proven leader in the NY/NJ/CT area ready to trade your winter coat for a founding role in the Sunshine State, your next chapter starts here.

The Assistant Principal role at Success Academy is a high-impact leadership position for educators who want to develop adults, strengthen teaching and learning, and drive outstanding student outcomes across an entire school. 

The role is fundamentally about people management to achieve high-quality learning for every student. The Assistant Principal takes full ownership of schooling and instructional excellence across multiple grade levels and content areas, developing and holding teachers accountable to meet and exceed Success Academy’s school quality standards. As a key member of the leadership team, the Assistant Principal has a deep understanding of the SA standard for excellence, communicates expectations with clarity, and acts quickly to improve adult practice through feedback and coaching. 

In close partnership with the Principal, the Assistant Principal helps lead school-wide systems, professional development, and family engagement, ensuring excellence throughout the building. 

This position is intentionally designed as a pathway to the principalship. Assistant Principals master people management, instructional leadership, and school culture stewardship, with the expectation of readiness for the principal role within three years. 

• Drive and monitor progress toward organizational priorities and outcomes.
• Uphold, communicate, and build investment in Success Academy standards for professionalism, instructional quality, and scholar work. 
• Develop and change the way adults approach the work, providing clear expectations, precise feedback, and accountability for meeting SA standards.
• Observe and monitor grade team and schoolwide culture, actively shaping a positive, results-driven environment grounded in professionalism, ownership, and excellence. 
• Set and maintain a high pace of change and improvement across teams.
• Minimize academic failure and promote high-quality learning across classrooms through accurate diagnosis of gaps in instructional practice and mindsets, and direct, actionable coaching to drive fast change.

Founding Assistant Principal Year-Long Leadership Training Program:

Success Academy makes a significant investment in your development, beginning with a year-long leadership training and development program in New York City during the 2026-27 school year. This immersive program prepares you for the Assistant Principal role at your Florida school with intensive, hands-on training focused on managing and developing adults, driving instructional quality, and executing organizational priorities. 

This best-in-class SA leadership program has a proven track record of developing exemplary principals who build and sustain top-ranked public schools. You will emerge prepared to manage high-performing teams, drive schoolwide learning quality, and advance rapidly into senior school leadership — while helping shape the future of Success Academy in Florida.

What The Assistant Principal Training Experience Includes:

• A year-long leadership training and development program in New York City with one-on-one coaching and regular leadership and professional learning opportunities tailored to the founding Florida AP cohort.
• Continued development once you assume the Assistant Principal role at your Florida school in the summer, 2027.
• Preparation for future principalship within a high-performing school network.

We encourage you to reach out or apply even if you have questions or would be unable to relocate to New York for a year 

Education:

• Bachelor’s Degree

Experience:

• A minimum of one year of teaching or educational leadership experience
• Prior experience working in a high-intensity, excellent, rigorous, fast-paced environment

Skills & Attributes:

• Approaches work with consummate professionalism, integrity, and responsibility.
• Strong leadership potential with a clear desire to grow into senior school leadership.
• Grit, resilience, adaptability, and a growth mindset.
• Embraces rapid change as a leadership advantage; eager to receive and implement feedback immediately.
• Excellent judgment and problem-solving skills.
• Enjoys holding kids and adults accountable to high expectations and achieving excellence.
• Ambitious and competitive in the service of results; energized by clear benchmarks and the opportunity to learn from what’s working.
• Highly organized, proactive, and able to manage multiple priorities in a fast-paced environment.
• Strong sense of ownership for self and team development, performance, and outcomes.
• Thinks strategically about people — how to motivate, develop, and influence to change mindsets and behavior.

At Success Academy, we invest boldly in our teachers, through exceptional pay growth, comprehensive health and wellness benefits, and career pathways that enable you to advance into leadership within an average of three years!

Health & Wellbeing that Starts Day One

• Medical, dental, and vision coverage through Cigna and VSP — effective on your first day. SA covers 82% of our most popular medical insurance plan, or about $9,000 annually towards your medical, dental, and vision coverage.
• Employees receive a $50 cellphone stipend every month! ($600 annually)
• Pre-tax savings accounts for healthcare, dependent care, and commuter expenses.
• Free and confidential counseling through our Employee Assistance Program and Talkspace.
• Backup care for children and adults, fitness and travel discounts.

Time to Recharge

• Enjoy paid time off during summer break, school vacation weeks and holidays 
• Generous paid parental leave for new parents. 

Accelerated Growth & Recognition

• Salary growth that provides significant yearly % increases with opportunities to increase earning potential through performance based incentives
• An employee recognition program that offers opportunities for awards and acknowledgment.

Financial Security for Your Future

• 403(b) retirement plan with a 3% employer match.
• Quarterly employer contributions to your Health Savings Account (HSA) - up to $2,400/year!
• Income protection through employer-paid short- and long-term disability, and group life insurance coverage.
• Voluntary supplemental life insurance, accident, hospital indemnity, critical illness, and legal plans.

Compensation: Total year one cash compensation earning potential for this role is up to $115,800, including base salary, relocation support, and performance-based bonus eligibility.