Practical tips guiding you from the classroom to corporate leadership.

Every Saturday morning, you'll get 1 actionable tip to help you run and accelerate your career change in less than 4 minutes.

Tags: leaving teaching

Showing 12 results:

Share to…

Share The Goods

The Salary Decision You Need to Make Before You Apply

Before you apply anywhere, I want you to have one number written down. Your "walk-away number." The lowest salary that keeps your life where it is today. Most educators skip this step. Then the first salary number in their search comes from the company. It shows up as a required box on the appli...

by Stephanie Yesil — Oct 10, 2026 benefits indeed job search leaving teaching linkedin job search salary teacher career change walk-away number

You're Going to Be OK.

Before we get into it, I want you to join us for a Free Live WebinarWednesday, August 5, 2026 7:00-7:30pm ET; 4:00-4:30 PT This is hot information you won't get anywhere else. Save Your Spot Now >> “You’re going to be okay.” That is one of my favorite things my dad has ever said to me. He sai...

by Stephanie Yesil — Aug 01, 2026 leaving teaching teacher career change

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

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

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

Ask the Dumb Question. I Mean It.

“I don’t know what I don’t know.”Every week, I hear job seekers ask the same things… but with a little shame in their voice, like they should already know the answers. These questions aren’t actually dumb. They’re a sign of overwhelm or unclear goals or just plain not knowing which way to go. So...

by Stephanie Yesil — Jan 10, 2026 leaving teaching

You’re Not “Selling Out” by Leaving Teaching

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

by Stephanie Yesil — Nov 22, 2025 leaving teaching

Yes, Teachers Are Getting Out in 2025. Here’s Proof.

"Is it actually still possible to leave teaching this year?" You've likely been wondering that maybe while standing in the hallway under those buzzing flourescent lights or staring at your classroom walls wondering how you’re still here, I want you to know: I see you and I've got you. Also, the ...

by Stephanie Yesil — Aug 16, 2025 leaving teaching success stories

"Should I Wait Until Summer to Apply for Jobs?"

"I need a new job. But I’m under contract. If I start applying now, won’t employers expect me to start immediately? Should I just wait until summer?" You’re ready to move on. You don’t want to break your contract, but you also can’t afford to sit around and hope the right opportunity magically a...

by Stephanie Yesil — Feb 08, 2025 job search leaving teaching

"I'm never going to get my shot to leave teaching."

Read this on my website. The Challenge We’re Solving Today You’ve been in teaching for years, and it’s starting to feel like a trap. You’re ready for something new—corporate training, instructional design, project management—but fear keeps nagging: What if I can’t get out? What if...

by Stephanie Yesil — Jan 25, 2025 leaving teaching

Stuck Teaching For A Few More Months?

You’re counting down the days until you can leave teaching behind for a corporate role—but for now, you’re stuck in the classroom. How do you turn this stuck feeling into a power move and use it to fuel your transition? Why This Matters to YouYou didn’t sign up to tread water. Feeling powerless ...

by Stephanie Yesil — Jan 12, 2025 leaving teaching

I Got My First Post-Teaching Job In The Fall

READ TIME - 4 MINUTES I was desperate to leave teaching. It was only one month in to the school year and I was itching to get out. I spent the entire summer applying to jobs and didn't get hired. Then, it happened. I got the offer and started at my new company by the end of September. Here's t...

by Stephanie Yesil — Jan 12, 2025 job search leaving teaching

1 2

Practical tips guiding you from the classroom to corporate leadership.

Tags: leaving teaching

Grab My Free Classroom-to-Corporate Checklist

Grab My Free
Classroom-to-Corporate Checklist