Over the past few years, I’ve written hundreds of posts for educators changing careers.

I focus on eight topics that together cover the full career transition process.

They reflect the same questions that come up again and again, answered using real patterns I see from doing this work at scale.

Start with the topic that matches where you are right now.

Article Topics

Leaving Teaching, On Purpose

"Is it even okay to leave?"


Is It Okay To Leave Teaching?

Why It’s So Hard to Leave Teaching

7 Ways to Overcome Your Fears of Leaving Teaching

You’re Not “Selling Out” by Leaving Teaching

What Jobs You Can Do Instead

"What could I realistically do instead?"


Top X Jobs for Transitioning Teachers (all variants)

How to Choose Your Next Career

5 Non-EdTech Careers for Teachers Who Are Over It

Can I realistically hit $90K+ without another degree?

How Hiring Actually Works Now 

“Why does job searching feel broken right now?”


The Job Market Isn’t Broken. 

Layoffs Are Happening. So Is Hiring. What Gives?

Why Did That Job Get Reposted?

What’s In and What’s Out in 2026

How Employers Evaluate You

“How do I stop being seen as ‘just a teacher’?”


Should I De-Teacherize My Resume?

Corporate Speak 101: Say This, Not That

The 15-Second Resume Rule

Create Your Unique Value Proposition

How To Run A Smart Job Search

“What do I actually do this week?”


Master LinkedIn Networking in 7 Simple Steps

Want To See New Jobs Before Everyone Else?

Get Ghosted? Do These 5 Things

3 Moves in 30 Days to Double Your Chances

What I've Learned From Doing This At Scale

“Why should I listen to you?”


My 4 Rules for Career Success

Your Principal’s Feedback Doesn’t Matter Here

The Fastest Path Is Fewer Promises

16 Success Stories of Officially Transitioned Teachers

How To Get Promoted Once You're Hired

“How do I move up without burning out or playing politics?”


How I Got Promoted in One Year (And How You Can Too!)

Your Principal’s Feedback Doesn’t Matter Here

The Fastest Path Is Not More Skills. It’s Fewer Promises.

3 Things I Said That Got Me the Offer

Job Market Trends & Who's Hiring Now

“Where should I be paying attention right now?”


 Where the Jobs Are: 2025 EdTech Hiring Trends for Teachers

Want To Know Who’s Hiring Right Now? Here’s How To Find Them.

Remote vs Hybrid Jobs. What’s Available and What To Do Now

10 Common EdTech Roles and Their Alternate Titles