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Grow Leaders, Keep Teachers: Leadership Development as a Staffing Strategy

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Teacher retention and leadership development are usually treated as separate problems with separate owners. Recent research suggests they’re closer to the same problem viewed from two directions. 

Dr. John Settlage of the University of Connecticut moves the retention conversation off compensation and headcount and onto the organizational conditions that shape whether educators stay. The Learning Policy Institute’s The Principal Effect makes the connective argument: K-12’s biggest challenges aren’t separate problems, and school leadership sits at the center of most of them. However, only 40% of principals report having had a high-quality internship during their preparation.  

Three leaders from Orange County Public Schools show what closing that gap looks like. The district asked its principals, assistant principals, supervisors, and executive leaders directly what supports they needed, then built a continuum of professional learning around the answers – from peer mentorship through a redesigned academy for future principals that ends with nine weeks in the principal’s seat. 

The session closes on the question underneath all of it: if you invest in leadership development, how would you know it’s working? Everything OCPS describes depends on being able to see their own data, and most districts already collect what they’d need. 

You’ll come away with: 

  • What the research says about the organizational conditions that influence whether educators stay 
  • How one district designed a leadership development continuum for assistant principals and principals 
  • Which indicators to watch — beyond a resignation letter — to know a leadership investment is working 
  • Where to start if your district is building this from scratch 

Featured Speakers

Dr. Kathryn Shuler

Chief Schools Officer, Orange County Public Schools

Angela Feliciano

Principal-on-Assignment, Orange County Public Schools

Dr. Ashlynn Ramirez

Director of Leadership Development, Orange County Public Schools

John Settlage, PhD

John Settlage, PhD

Professor, University of Connecticut

Kevin Agnello, PhD

Group Product Manager

Kevin brings a wealth of experience in both the classroom and educational research. As a former high school math teacher, he combines his hands-on understanding of student needs with deep expertise in educational data. With advanced degrees in Curriculum and Instruction, as well as Educational Psychology, his focus has been on using statistical modeling to uncover insights that drive student success and improve teacher retention. Kevin’s recent research explores the complexities of gender achievement gaps in standardized testing, bringing a data-driven perspective to some of education’s most pressing issues.

Discover the Frontline Difference

Frontline Education is a leading provider of school administration software, supporting more than 10,000 K-12 organizations nationwide. Our solutions span four key areas — Human Capital Management, Student Solutions, Business Operations, and Data & Analytics — helping school systems operate efficiently and deliver better outcomes for students and staff.

Frontline Human Capital Analytics

You can’t tell whether a leadership development program is working if your turnover data lives in a spreadsheet no one opens. 

Frontline Human Capital Analytics turns the personnel data your district already collects into a clear view of your workforce — retention and turnover by building, role, and years of experience, vacancies and hires by source, time-to-fill trends, and professional learning participation, all in one place. It’s what makes it possible to see where turnover is concentrated, spot the patterns behind it, and bring district-specific evidence to conversations about what to fund next. 

For districts whose challenge sits further upstream, Frontline Recruiting & Hiring helps you source, track, and hire candidates — and feeds the hiring data that makes the retention picture complete.

Explore Human Capital Analytics

Related Resources

Grow Leaders, Keep Teachers: Leadership Development as a Staffing Strategy | Slides

Grow Leaders, Keep Teachers: Leadership Development as a Staffing Strategy | Slides

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