Exiting EducatorStart Your Journey

The blog

A little clarity for the road ahead.

Thoughts on leaving the classroom, recognizing your strengths and building a business that fits the life you want.

Business Strategy · October 7, 2026

How to Leave Teaching Without Guessing Your Next Move: 5 Steps (Easy Guide for Educators)

You don't have to have it all figured out to take the next step—here are the five steps I walk educators through.

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Business Strategy · September 28, 2026

Inside the C.L.A.S.S. Framework: How I Coach Teachers from Classroom to CEO

Most teachers who want out of the classroom do not fail because they lack ideas.

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Educator and entrepreneur seated at a desk

Personal Story · September 21, 2026

People expect this story to have a villain. They want the terrible principal, the screaming parent, the day something happened that made me walk out to my car and never come back.

Why I Left the Classroom

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Mindset · September 14, 2026

Impostor Syndrome Is Loudest Right Before You Leave

There's a cruel piece of timing nobody warns you about. The self-doubt doesn't hit hardest when you're failing. It hits hardest right when you're about to do the bravest thing you've ever done.

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Business Strategy · September 7, 2026

The Education Boom Happening Outside the School Building

While teachers have been leaving traditional classrooms in record numbers, something else has been happening quietly on the other side of the fence: families have been leaving too. And where those families are going is creating one of the biggest business opportunities former educators have ever had.

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Mindset · August 31, 2026

The Part of Back to School Nobody Posts About

You have been back about a month now. And somewhere in the last week or two, a feeling showed up that you were hoping would stay gone.

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Business Strategy · July 20, 2026

The Exit Nobody Shows Teachers: Building a Business Instead of Finding a Boss

Go ahead and google "leaving teaching." I'll wait. You found the same lists I did, right? Instructional designer. Corporate trainer. EdTech customer success.

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Business Strategy · July 6, 2026

The Bridge Business: The Reframe That Changes How Teachers Leave

Search "side hustles for teachers" and you will get the same list you got five years ago. None of that advice is wrong, exactly—it is just answering a completely different question than "how do I leave."

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Business Skills · June 22, 2026

5 Business Skills You Built in the Classroom Without Realizing It

Whenever a teacher tells me she could never start a business because she doesn't have business skills, I want to gently take her by the shoulders and walk her through her own Tuesday.

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Teacher Burnout · June 8, 2026

The Side Hustle Trap: Why Trading Classroom Exhaustion for Gig Exhaustion Isn't the Answer

I want to tell you about a pattern I see all the time, because if I can help even one teacher skip it, this post did its job. A teacher decides she's done. She's burned out, underpaid, and ready to build her way out of the classroom.

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Financial Planning · May 25, 2026

How Much Runway Do You Need Before You Resign?

You've already pictured it. The last day of school. The box of classroom decorations in your trunk. The resignation email you finally get to send. But between that daydream and actually quitting without wrecking your finances, there's some math.

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Industry Insights · May 11, 2026

71 Percent of Teachers Work a Second Job. Let's Talk About What That Really Means.

A 2026 Gallup survey found that 71 percent of public school teachers hold at least one job beyond their teaching contract. Let's talk about what that really means.

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Mindset · April 27, 2026

Teacher Guilt Is Not Your Gut: How to Tell the Difference

"But what about my students?" If you've ever seriously considered leaving the classroom, you've heard that question.

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Mindset · April 13, 2026

The Grief Nobody Warns You About When You Leave Teaching

Everyone talks about the relief. The first Sunday night without dread. The first faculty meeting you don't attend. What almost nobody talks about is the grief.

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Mindset · March 30, 2026

You're Not Broken. The System Is.

Raise your hand if you've ever sat in a professional development session about self-care, taught by someone who has never covered a class during their planning period, and thought: a bubble bath is not going to fix this.

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Industry Insights · March 16, 2026

Why Record Numbers of Teachers Are Planning Their Exit in 2026

If you've been quietly googling 'business ideas for teachers' at 11pm, deleting your search history like you did something wrong, I need you to know something. You are not the only one.

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Mindset · March 2, 2026

What I Wish I Knew Before Leaving Teaching

Leaving teaching taught me almost as much as teaching did. Just in reverse order. Here is what I wish someone had told me before I turned in my keys.

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Networking · February 16, 2026

How to Network When You Only Know Other Teachers

If you spent your career surrounded by educators, the idea of "networking" probably feels foreign, maybe even a little intimidating.

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Business Strategy · February 2, 2026

From Lesson Plans to Business Plans

The skills you used every single day in the classroom are the same skills that build a business. You just didn't realize it yet.

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Career Transition · January 19, 2026

5 Transferable Skills Every Teacher Has That Can Help Them Successfully Build a Business

If you've spent any time in a classroom, you've already built a skill set that most new entrepreneurs spend years trying to develop.

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Mindset · January 5, 2026

Overcoming the Guilt of Leaving the Classroom

I quit teaching. The hardest part wasn't the paperwork, the goodbye, or finding something new. It was the guilt.

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