Practical tips guiding you from the classroom to corporate leadership.

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There’s a better way to say “I’m passionate about helping people."

You're probably not writing “I’m passionate about helping people” in the middle of your resume. You're writing it the top of your professional summary or in the first lines of your LinkedIn About section. That makes total sense. You want the person reading your profile to know the #1 thing that ...

Jul 25, 2026

“I Taught Students” Is Not Enough

If most of your experience happened only between you and your students, you're seriously undermining your own career change. Sure, you've taught students. Duh. Created curriculum. Obviously. Updated resources. Managed behavior. Tracked academic progress. That all takes skill. Absolutely, 1000...

Jul 18, 2026

I’m Angry I’m Not Standing Out. What Should I Do?

Let’s talk about the part of the job search that makes people want to throw the laptop across the room. You know you can do the job. You know you’ve handled harder things than half the job descriptions you’re reading. You know you’re smart, capable, organized, adaptable, and good with people. An...

Jul 11, 2026

Better Job Boards for Transitioning Teachers

You may be looking for your next role in too few places. Most transitioning teachers start with LinkedIn, Indeed, and maybe a few education sites. That’s fine. But it is not enough. Your next role may be on a startup board, remote board, EdTech board, nonprofit board, sales board, freelance boar...

Jul 04, 2026

Got Ghosted? Do This Then Move On.

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 purchase using this link at no extra cost to you...

Jun 27, 2026

Your Unpaid Work Counts.

Your strongest corporate proof is hiding in the work you did outside your regular teaching day. The unpaid stuff. The committee stuff. The “can you just lead this?” stuff. You did wayyyyyyy more than teach. 👇Use this as a menu to find the work you forgot to put on your resume. Step 1: Pick What...

Jun 20, 2026

Remote Is Not The Only Healthy Career Move

The Challenge We're Solving Today There is something I want to say carefully because I don't want anyone reading this to panic. A lot of you are trying to leave the traditional education space because you're thinking: I need room to breathe....a job that doesn't consume my entire life....fewer a...

Jun 13, 2026

Where the Jobs Are: 2026 Hiring Trends for Transitioning Teachers

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. Browse Jobs -> * I may receive a commission if you choose to make a purchase using this link at no extra cost to yo...

Jun 06, 2026

The Summer Job Seeker's Daily Schedule

What's Inside This Issue: No more “what should I be doing today?” Your hour-by-hour job search schedule Click the link. Follow the schedule. Start making progress The Challenge We're Solving Today “I want to make progress in my job search, but I never know what to do each day or if I'm ...

May 30, 2026

This Is A Scam.

If a recruiter messages you about a job and then tells you your resume needs to be “put in the right format,” I want every alarm bell in your body to go off. Especially if the next sentence is something like: “I know someone who can fix this for you.” “I want to make sure you look perfect before...

May 23, 2026

Your Resume Skills Section is Terrible. I Rewrote It For You.

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...

May 16, 2026

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 ...

May 09, 2026

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Practical tips guiding you from the classroom to corporate leadership.

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