Demo

Regional Director

Generation Ready
York, NY Part Time
POSTED ON 11/12/2025 CLOSED ON 12/18/2025

What are the responsibilities and job description for the Regional Director position at Generation Ready?

Regional Director (Remote / Nationwide)

Type: Part-time, as needed

Pay: $750 Daily Rate plus incentive compensation

Location: Remote 

About Generation Ready

Generation Ready has proudly been a leading provider of professional learning in educational communities around the country for over 30 years. Our job-embedded approach creates meaningful partnerships in classrooms and is underpinned by instructional support that is always customized based on the needs of the districts, schools, and/or teachers that we’re working with. At the heart of every engagement is our philosophy that developing educator capacity is the most impactful tool in raising student achievement.

Role Overview

As a Regional Director, you will serve as a coach, strategic thought partner, connector, and ambassador in a particular state or region. You will leverage your educational leadership expertise and network to provide support to school and district administrators, build relationships, and introduce Generation Ready to new districts to help expand our impact nationwide. This role reports to the CEO. 


Key Responsibilities

  • Serve as a regional liaison and thought leader, representing Generation Ready in your geographic area
  • Identify, cultivate, and sustain relationships with district leaders (superintendents, assistant superintendents, curriculum heads, instructional leadership teams)
  • Facilitate exploratory conversations, lead discovery meetings, and support contract development
  • Support project scoping, planning, and fidelity of partnerships in districts you help originate
  • Provide feedback to our executive team on market trends
  • Contribute to strategic planning and growth in your region


Key Qualifications & Experience

  • Former or current Superintendent, Assistant Superintendent, or equivalent senior central office leadership role
  • Deep knowledge of district-level operations, instructional systems, and change management in K–12, and including and on a granular level, in your region
  • Established networks and credibility with district-level decision makers in your region
  • Strong communicator and presenter; skilled in building trust, negotiating, and influencing
  • Comfortable working independently and remotely; entrepreneurial mindset
  • Willingness to travel within your region (when needed)
  • Track record of leading or supporting district partnerships, innovation, or growth efforts


What We Offer

  • Dynamic and competitive compensation in many potential forms including but not limited to commission / incentives on work originated and managed, per diem payments for coaching or leadership support performed, and/or stipends for strategic expertise
  • The chance to shape and expand a high-impact organization
  • Autonomy, flexibility, and meaningful work
  • Connection to a network of current Superintendents in Residence and senior education leaders



Application & Next Steps

Please submit a comprehensive resume for consideration. An optional cover letter explaining your regional experience, networks, and fit for a role that is part entrepreneurial, part consulting, part educational leadership will also be considered.

Salary : $750

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