7 Best Retirement Side Hustles That Won’t Stress You Out

You’ve worked your whole life in the corporate grind. Now, the idea of “side hustles” might sound like more work — more meetings, more deadlines, more headaches. But here’s the truth: retirement side hustles aren’t

Written by: Z

Published on: August 11, 2025


You’ve worked your whole life in the corporate grind. Now, the idea of “side hustles” might sound like more work — more meetings, more deadlines, more headaches. But here’s the truth: retirement side hustles aren’t about hustling harder. They’re about building simple, low-pressure income streams that keep life interesting while padding your nest egg.

And if you pick the right ones, they can actually be fun.

Here are 7 easy, low-intimidation side hustles you can start — even if you’ve never done them before.


1. Sell Courses on Skool — Get Paid to Teach What You Already Know

#1 Recommendation

If you’ve spent decades in the corporate world, you have knowledge. That knowledge is valuable — and people will gladly pay to learn from someone who’s “been there, done that.”

Enter Skool — an all-in-one platform where you can build a community, run an online course, and get paid without the tech headaches.

  • No complicated software — it’s as easy to use as Facebook.
  • Recurring income — students pay you monthly.
  • Work once, get paid over and over — record your lessons once, and they sell forever.
  • Perfect for retirees — you control your schedule, your topics, and your community vibe.

Whether you teach leadership skills, financial literacy, gardening, or even hobby-based skills — Skool turns your experience into an asset.

💡 Pro tip: You don’t need to be “internet famous” to make this work. Even a small group of paying members can cover your monthly bills.

👉 Start your Skool journey here: Join Skool


2. Rent Out Your Stuff

You’ve got tools, equipment, or even a spare room gathering dust. Platforms like Fat Llama and Airbnb make it easy to rent them out for cash. No selling, no shipping — just list and earn.


3. Become a Paid Local Guide

Love your city? You can get paid to show visitors around. Use Airbnb Experiences or ToursByLocals to host walking tours, food tastings, or cultural trips.


4. Start a Pet-Sitting Business

Apps like Rover connect you with pet owners in your area. You choose when to work, and you get paid to spend time with furry friends.


5. Sell Handmade Crafts or Art

If you’re creative, Etsy and local markets are perfect for selling handmade goods. Knitting, woodworking, pottery — all welcome.


6. Write a Short Kindle eBook

Got a story to tell or a skill to share? Self-publishing on Amazon Kindle is free and can create passive income for years.


7. Offer Remote Consulting

Retired executives and professionals can offer advice to small businesses via Zoom. Websites like Clarity.fm let you charge by the minute for your time.


Final Word

Retirement isn’t about slowing down — it’s about shifting gears. While all these options can bring in extra income, selling courses on Skool is by far the easiest, most flexible, and most rewarding way to leverage what you already know into monthly income.

Don’t overthink it — your decades of experience are worth more than you realize.

👉 Click here to start building your Skool income stream today.


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