Teacher Transition Coaching

You’re ready for something different, but you’re not sure where your teaching skills could take you. I help teachers recognize their strengths and find a practical path beyond the classroom.

Get the FREE guide: Permission Slip

Download the free digital PDF guide to name what you’re feeling, see how your skills transfer, and explore next steps.

I know education from both sides

In the classroom

Former Teacher

In Edtech

13 years serving education companies

02 / I’ve been where you are

Hi, I’m Chastity Hope.
Teacher, turned
possibility-finder.

Chastity Hope Eggleston M.Ed.

Chastity Hope Eggleston smiling in a black blazer

I began my career in the classroom before spending thirteen years building marketing and customer programs for the Edtech companies teachers rely on every day: Amplify, MyPaymentsPlus, Remind, ParentSquare, and most recently as Director of Customer Marketing at MagicSchool AI.

I didn’t leave education when I left the classroom. I found a different way to serve it.

Now I help other teachers find their own path out of the classroom and into work that values their experience. You have more skills than you think, and the rest of the world needs what you've learned in the classroom.

“I didn't leave because I stopped caring about education. I left because I found a way to impact it at a larger scale – while taking care of my family and myself in the process.”

Grounded in education

M.Ed., Instructional Technology
B.A., Early Childhood & Elementary Education
Kennesaw State University

Built on experience

Former teacher · 13 years in Edtech
Most recently Marketing Director in Edtech
PMC certifications

01 / Your first step

You don’t need all
the answers.
Just a place to start.

The Permission Slip is a free digital PDF preview of Class Dismissed. It helps you name what you’re feeling about leaving the classroom, recognize your transferable skills, and see how classroom experience translates into language employers use.

Free digital PDF guide

The Permission Slip

Includes reflection prompts and a transferable-skills table. Enter your email on Payhip to download the PDF.

Get the free guide

Free digital PDF download · No payment required.

Digital workbook download · $21

Class
Dismissed.

A Teacher’s Roadmap to Life After the Classroom

Chastity Hope Eggleston

03 / The bigger picture

There’s life after
the classroom.
Let’s map it out.

Class Dismissed is a 34-page downloadable PDF workbook you can work through at your own pace. Its seven chapters and hands-on worksheets help you translate teaching skills into career-ready language, identify roles that fit your strengths, and make a practical plan for your transition.

  • 01 Describe your classroom experience in career-ready language
  • 02 Identify your strengths and explore roles that fit
  • 03 Map practical next steps for your career transition

$21 · Digital PDF download

Buy the digital workbook · $21

A conversation about your next chapter

45-minute consultations

Discuss your story and goals, and get resources to help you start your journey.

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