Practical tips guiding you from the classroom to corporate leadership.
Every Saturday morning, you'll get 1 actionable tip to help you navigate and accelerate your career change in less than 4 minutes.Â
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Why You’re Qualified But Still Not Getting Interviews
I want you to try something before you decide you need another certification or degree to get noticed by hiring teams.
Open your resume and search for these words:
supportedhelpedassistedcollaboratedpartneredcontributed
Then, every time you find one, ask yourself:
What was I actually responsible...
Aug 15, 2026
"I'm a teacher. What else can I do?" Stop asking AI this.
Okay. Be honest with me.
At some point you typed this into ChatGPT: "I'm a teacher. What else can I do?"
And it gave you a list. Instructional designer. Corporate trainer. Project coordinator. Customer success.
You felt excited...for about ten minutes.
Then it hit you. That same list would come ...
Aug 08, 2026
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.
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“You’re going to be okay.”
That is one of my favorite things my dad has ever said to me.
He sai...
Aug 01, 2026
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.Â
Duh.
Created curriculum.
Obviously.Â
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.Â
Explore Jobs >Â
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.Â
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