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The Best Side Hustle for Retired Teachers: Selling Lesson Plans Online
Explore why selling your lesson plans is one of the best flexible and meaningful side hustles for retirees and former educators.
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THE MAP - THE TOOLS - THE GUIDE
By Shelly Leroux · Apr 24, 2025
Disclaimer: This newsletter is for informational purposes only and does not constitute professional advice.

What If the Lessons You’ve Already Written Could Be Your Next Paycheck?
You’ve Done the Hard Work. Now It’s Time to Let That Work… Work for You.
Hey there side hustler,
If you’ve ever created a lesson plan, carefully crafted a worksheet, or mapped out a unit so seamlessly it felt like art in motion—this one’s for you.
For years, maybe decades, you’ve poured time, heart, and wisdom into your teaching. You stayed up late reworking rubrics, got creative with classroom activities, and built a bank of educational resources that would make any curriculum director do a double take.
And now? Those same materials—yes, the ones collecting digital dust on your computer or tucked away in binders—could be your ticket to a brand-new income stream.
Welcome to the idea that flips the script on retirement or semi-retirement: selling lesson plans as a side hustle.
It’s flexible. It’s meaningful. It’s deeply rewarding. And best of all, it’s built around the very thing you’ve already mastered—teaching.
This isn’t about becoming a full-time entrepreneur or launching a flashy start-up. It’s about unlocking the hidden value in what you’ve already created—and using modern tools to turn your teaching legacy into something that pays you back.
Whether you’re looking for a creative project, a bit of extra income, or a new way to stay connected to your love of education, today’s newsletter is designed with you in mind.
Inside, you’ll find three powerful articles that break this idea down from dream to doable:
First, we’ll explore why selling lesson plans is such a smart move for seasoned educators like you—and how to know if it’s a good fit.
Next, we’ll dig into the tools, resources, and mindset that make it possible to get started, even if you’re not a tech expert.
Finally, you’ll get a detailed, step-by-step guide to setting up your new side hustle, from your first upload to your first sale.
Ready to find out if this path is right for you?
Let’s start with an overview that might just spark your next great adventure:
👉 You Spent a Career Creating Lesson Plans — Now Let Them Pay You Back
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Inside The Guide…
Section 1: 🔵 You Spent a Career Creating Lesson Plans — Now Let Them Pay You Back
Section 2: 🔵 The 7 Must-Haves to Turn Your Lesson Plans Into a Thriving Side Hustle
Section 3: 🔵 How to Turn Your Lesson Plans Into a Steady Stream of Income — Step-by-Step