Assistant Head of School

At the Guidepost Academy in Hollywood Beach, we are creating a deeply motivating adolescent program that inspires and empowers students to live meaningful lives. It’s an important and exciting challenge that requires tremendous creativity and ingenuity. Come join our community today!

Your Role: 

To help us on our mission, we're looking for an Assistant Head of School to join our team! The Assistant Head of School is the operational leader on campus. Our Executive Director will own program quality and people management and serve as the pedagogical leader, but none of that works without a partner who can drive student enrollment and make the trains run on time. If you are a master of operations, systems, and admissions, this job is for you!

Responsibilities include:

OPERATIONS:  

• Manage day-to-day campus operations, including billing, attendance tracking, and regulatory requirements.
• Manage and coordinate multiple school related events.
• Execute a post-high school success strategy, focused on the college admissions process.
• Support students, Guides, and families to successfully use our tech systems that enable their learning.
  
  

SUPPORTING SCHOOL CULTURE:

In addition to the above responsibilities, every member of our community is responsible for contributing to and modeling a positive, values-oriented culture with students, staff and families and working collaboratively to deliver on the vision of our program. As Assistant Head of School, your leadership will be needed to:

• Work with the Executive Director to design the experiences and expectations that create your school culture.
• Respond to student and family concerns and support a values-oriented approach to creating solutions.

This position is a full-time, salaried role. In addition to a competitive salary, we offer health, dental, and vision insurance, paid-time off, tax-advantaged savings accounts, an extremely generous tuition discount, and a 401k retirement plan.  

About You:
Our ideal candidate is a mission-driven professional who is excited to manage operations, utilize systems and drive our marketing and admissions strategy.

We're looking for someone who has: 

• A passion for being a part of a team that is re-inventing high school  
• A bachelor's degree (or equivalent) 
• Prior experience in education as an education administrator, or upper school teacher
• An affinity for connecting with people and high emotional intelligence
• Exceptional written and verbal communication skills 
• Strong organizational skills and comfort using and managing systems 
• An outcomes-focus that drives process improvement
• A high degree of personal initiative

About Us: 

Guidepost Academy at Hollywood Beach is an innovative new middle and high school model that inspires, empowers, and connects adolescents to our world so that they can build meaningful lives—now and into adulthood. Too often, teens experience school as a space that hinders them from reaching their goals. The Guidepost Academy program is designed to help students discover and follow the paths they truly want to pursue.

Students develop and achieve ambitious personal goals through a combination of a humanistic curriculum, individual passion projects, and one-on-one coaching. Through our program, students build a critical understanding of our world and how it developed, and then connect to the world by applying their foundational knowledge to real and meaningful work.

These 5 core values are embedded through every area of our program:

1. The Pursuit of Knowledge: We strive to put facts first and gain wisdom through both scholarship and experiential learning. We use evidence-based reasoning to explore, interrogate and debate the big ideas that have shaped our world, seeking what is true and connecting those ideas to our own lives and contexts. We pursue knowledge not as an academic exercise, but to improve our judgment and actions in the world.
2. The Dignity of Work: Purposeful work is central to a life well-lived. In choosing our work, we direct our energies intentionally toward our goals, bring structure and focus to our lives, and reshape our worlds. Through cultivating our capacity for work, as well as our appreciation of the rewards of work well done, we develop a character capable of genuine effort and great achievement.
3. The Power of Agency: We believe that human beings, using their reason, judgment and passion, are capable of leadi