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The 5 Whys: How to Find What You Really Want Next

*]:pointer-events-auto R6Vx5W_threadScrollVars scroll-mb-[calc(var(--scroll-root-safe-area-inset-bottom,0px)+var(--thread-response-height))] scroll-mt-[calc(var(--header-height)+min(200px,max(70px,20svh)))]" dir="auto"> The Challenge We're Solving Today Most transitioning educators start ...

by Stephanie Yesil — May 09, 2026 career direction leaving teaching

A non-linear career isn't a problem. It's normal.

I haven’t had one linear identity. I’ve had chapters. I went from graduate teaching assistant, to Teach For America teacher, to math assessment specialist, to computer science implementation coach, to curriculum editor, to curriculum developer, to learning and development manager, to professiona...

by Stephanie Yesil — May 02, 2026 teacher career change

Your Resume Is Leaving Out the Good Stuff

Read on my website / Read time: 4 minutes This issue is brought to you by: Find $60K+ EdTech Jobs Built for Teachers Edskip helps educators find high-paying roles in EdTech with curated listings. Free and premium access. Explore Jobs for Free * I may receive a commission if you choo...

by Stephanie Yesil — Apr 25, 2026 teacher resume

This Resume Change Makes Teachers Look More Senior

The Challenge We're Solving Today The biggest resume mistake teachers make during a career change is talking too much about students. I know... that sounds strange at first. You might be thinking, "Wait... are you saying I should not talk about my work and outcomes with students at all?" For the...

by Stephanie Yesil — Apr 18, 2026 teacher resume

If You Can’t Explain Your Target Job in Two Sentences, Don’t Apply

Read on my website / Read time: 4 minutes A lot of transitioning educators think they know their target job. Then I ask one simple question: What makes you excited to spend your days working as a [target job]? And the person I'm speaking to rambles. Not once.Not occasionally.The last 6 meeti...

by Stephanie Yesil — Apr 11, 2026 career direction interviews

I hit rock bottom.

It wasn't in the middle of a lesson. It wasn’t about the students, and it wasn’t even about teaching itself. It was paperwork. At my school, we had to complete Personalized Education Plans, PEPs, for every student performing below grade level who didn’t already have an IEP. They were handwritten...

by Stephanie Yesil — Apr 04, 2026 leaving teaching

Teachers Who Land $100K Roles Do This Differently

Read on my website / Read time: 4 minutes This issue is brought to you by: Find $60K+ EdTech Jobs Built for Teachers Edskip helps educators find high-paying roles in EdTech with curated listings. Free and premium access. Explore Ed Adjacent Roles Join the $100K+ Club in Your Next RoleL...

by Stephanie Yesil — Mar 28, 2026 jobs for former teachers salary

The Resume Line That Instantly Tells Recruiters You’re Still a Teacher

The Challenge We're Solving Today Your resume summary sounds like this: “Dedicated educator with 10 years of classroom experience.” It’s accurate. It’s also working against you. It tells the reader your identity.It does not show your value. Why This Matters to You Your summary sets the tone for...

by Stephanie Yesil — Mar 21, 2026 teacher resume

6 Roles Teachers Land When EdTech Doesn't Work Out

Read on my website / Read time: 4 minutes A lot of teachers start their career search in the same place. EdTech. It feels like the obvious move. You already understand learning, curriculum, and the education world. So you start applying. A few roles here. A few more there. Then a few weeks pas...

by Stephanie Yesil — Mar 14, 2026 edtech jobs jobs for former teachers

You Are Not a Helper.

Read on my website / Read time: 4 minutes This issue is brought to you by: Find $60K+ EdTech Jobs Built for Teachers Edskip helps educators find high-paying roles in EdTech with curated listings. Free and premium access. Find Jobs * I may receive a commission if you choose to make a...

by Stephanie Yesil — Mar 07, 2026 teacher resume

Here's Who Actually Gets Out of the Classroom

Read on my website / Read time: 4 minutes This issue is brought to you by: Find $60K+ EdTech Jobs Built for Teachers Edskip helps educators find high-paying roles in EdTech with curated listings. Free and premium access. Explore Jobs * I may receive a commission if you choose to make a p...

by Stephanie Yesil — Feb 28, 2026 leaving teaching

Why the Edtech Tool You Love... Can't Hire You (Yet)

The Challenge We're Solving Today You’re using an edtech product in your classroom, you love it, and now… They’ve posted a job. At your own district. You’re thinking: "This is perfect. I’m already a superfan!!" But here's the twist... you probably can’t get hired — not because you’re not qualifi...

by Stephanie Yesil — Feb 21, 2026 edtech jobs

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Practical tips guiding you from the classroom to corporate leadership.

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