Field Supervisor - Florida

About Teachers of Tomorrow

Teachers of Tomorrow is one of the nation’s leading alternative certification providers, supporting aspiring educators through high-quality preparation, coaching, and certification support.

We are seeking experienced educational leaders to serve as Florida Field Supervisors and support teacher interns through instructional coaching, observation feedback, and professional guidance throughout their certification journey. This is a flexible, remote, contract-based opportunity ideal for experienced administrators who are passionate about developing educators and supporting teacher success.

About the Position

Florida Field Supervisors are experienced educational leaders; including former superintendents, principals, directors, and instructional leaders; who provide coaching, guidance, observation feedback, and compliance support to teacher interns throughout their certification journey.

Field Supervisors play a critical role in developing teacher effectiveness by building strong relationships with interns, campus administrators, and Teachers of Tomorrow staff while ensuring program, state, and documentation requirements are met with professionalism and consistency. This role offers flexibility in workload and scheduling while requiring strong communication, organization, responsiveness, instructional leadership, and technology skills.

Key Responsibilities

Instructional Coaching & Support

• Conduct formal and informal classroom observations in alignment with Florida program and certification requirements.
• Provide timely, actionable, and growth-oriented feedback designed to improve instructional effectiveness.
• Support interns through coaching conversations, reflective questioning, and individualized guidance.
• Provide remediation support and professional recommendations for interns experiencing challenges.
• Encourage intern growth through relationship-building, encouragement, and ongoing communication.
• Maintain professionalism and emotional intelligence when supporting interns through challenging situations or performance concerns.

Documentation & Compliance

• Submit observation reports and required documentation by established deadlines.
• Maintain accurate, detailed, and professional documentation within the electronic portal system.
• Monitor intern progress and ensure compliance with program expectations and timelines.
• Review electronic systems regularly for updates, assignments, deadlines, and required actions.
• Participate in quality assurance processes, audits, and calibration activities to ensure consistency and accuracy of observation documentation.
• Ensure observation documentation reflects objective evidence, aligned feedback, and actionable next steps.

Communication & Collaboration

• Serve as a liaison between Teachers of Tomorrow, interns, and campus administrators.
• Communicate professionally and proactively regarding intern progress, concerns, and support needs.
• Build positive partnerships with school leaders and district personnel.
• Collaborate with Regional Field Supervisors and Classroom Support leadership to address intern concerns, compliance issues, and support needs.
• Participate in meetings, trainings, calibration activities, and professional development sessions as required.
• Support interns in navigating the Intern Portal and understanding certification requirements.

Professional Development & Continuous Learning

• Attend required professional development sessions, department meetings, and training opportunities to remain current on Teachers of Tomorrow initiatives, observation expectations, compliance updates, and state requirements.
• Stay informed regarding Florida Education Agency (TEA) requirements, certification updates, and evolving educator preparation program expectations.
• Participate in ongoing learning opportunities focused on instructional coaching, technology systems, and documentation best practices.
• Apply feedback from audits, coaching conversations, and quality reviews to continuously improve performance and effectiveness.

Technology & Professionalism

• Utilize electronic platforms, online portals, and virtual meeting tools effectively to support interns remotely.
• Navigate multiple digital systems and maintain accurate electronic documentation in a timely manner.
• Demonstrate adaptability and willingness to learn evolving technology platforms and support tools designed to enhance communication, collaboration, efficiency, and intern support.
• Utilize technology resources, including AI-supported productivity tools, to enhance organization, communication, coaching support, and workflow efficiency while maintaining professionalism and data confidentiality.
• Maintain professionalism, responsiveness, confidentiality, and strong organizational practices in all communications and documentation.
• Adapt to evolving program requirements, technology systems, and state expectations.
• Respond to communication and documentation requests in a timely and professional manner.

Preferred Competencies & Skills

Successful candidates will demonstrate:

• Strong instructional leadership and coaching abilities
• Ability to provide evidence-based instructional feedback
• Ability to navigate difficult coaching conversations with professionalism and empathy
• Strong written and verbal communication skills
• Strong organization, time management, and follow-through
• Ability to work independently in a remote environment
• High level of professionalism, reliability, and accountability
• Experience supporting novice teachers and adult learners
• Ability to build positive relationships with interns, administrators, and colleagues
• Comfort learning and utilizing evolving technology systems and digital platforms
• Ability to balance support, accountability, and compliance expectations effectively

Qualifications

• Valid Florida Educator Certification required
• Minimum of 15 years of successful educational experience
• Minimum of 5 years of campus or district-level leadership experience preferred
• Strong instructional leadership and coaching background
• Demonstrated proficiency with technology platforms, online portals, and virtual communication tools
• Ability and willingness to learn emerging technology systems and digital support tools
• Comfort working within a highly digital and remote work environment
• Ability to work independently while maintaining consistent communication and follow-through
• Strong technology proficiency, including:
  • Microsoft Office Suite
  • Virtual meeting platforms (Teams/Zoom)
  • Electronic documentation systems
  • PDF/scanning tools
  • Web-based portals
• Strong written communication and documentation skills
• Ability to manage deadlines and prioritize responsibilities in a remote work environment
• Willingness to travel locally for required in-person observations
• T-TESS Certification preferred

What We Offer

• Flexible scheduling and workload opportunities
• Remote contract-based work
• Meaningful opportunities to support and develop future educators
• Ongoing professional learning and collaboration opportunities
• Ability to continue impacting education through mentorship and instructional leadership

Teachers of Tomorrow is an equal opportunity organization. We celebrate diversity and are committed to fostering an inclusive and professional environment for all individuals supporting our program.