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Ashley Brailsford

Director, Leadership Development

As a Director of Leadership Development, Ashley Brailsford serves as a project manager for The Leadership Academy’s engagements with school and system clients, ensuring that the organization’s work with education leaders delivers on its promise. She helps to align programs with client goals, ensuring that professional learning and coaching achieves clients’ desired outcomes and always strengthens the education leaders who are participating. Ashley has supported clients in California, Colorado, Georgia, Kentucky, Maine, Massachusetts, Missouri, New York, Ohio, Tennessee, and Washington D.C.

She joined The Leadership Academy in 2021 as an Associate Director of Leadership Development before subsequently being promoted to her current role. Building on her project management expertise, she has also supported the organization’s strategic partnership efforts by helping to develop tailored proposals and project scopes for education leaders. She’s also engaged with potential clients to identify needs and create learning and coaching proposals that address specific district or system challenges.

Ashley’s experience with education nonprofits precedes her time with The Leadership Academy. She spent nearly a decade with Council for Aid to Education where she held a variety of roles focused on client relationship management, strategic partnerships, and on planning, executing and managing projections.

Ashley is a graduate of Marymount Manhattan College, where she earned a Bachelor of Arts in Communication Studies. She is based in New York City.

What I enjoy most about working with education leaders is…

The collaboration and knowing that every part of the work we’re doing together is progress towards making school systems stronger for students.

An aspect of our leadership framework that especially resonates with me is….

Being student-centered. I love that it’s about helping leaders lean into prioritizing the academic experience of students while also fostering the aspirations of what every child hopes to become or achieve.

When I was a kid I wanted to be…

A figure skater, because I loved watching the Olympics. I'm proud to say that I can get around the rink today without a problem, despite never taking any lessons!

Kendra Washington-Bass

Different Roles. Same Goal.

We believe every child’s school experience should prepare them for success in the classroom and the world, and we’re all in on supporting the leaders who can make it happen.

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