ARTICLES

Freelancing After Retirement: How to Get Started and Find Your First Clients flexible work options

Why Freelancing is Perfect for Retirees

Freelancing after retirement is more than just a side hustle—it’s an innovative, flexible way to stay active, earn extra income, and put your life skills to good use. You’re not punching a clock anymore, and that’s the beauty of it: you get to choose wh...

Continue Reading...
20 Legit Remote Jobs for Retirees in 2025: Real Work-from-Home Roles That Pay flexible work options

The Remote Work Boom Includes You

Remote jobs aren’t just for 20-somethings in startups or digital nomads working from beachside cafés. In 2025, retirees and near-retirees are becoming one of the fastest-growing groups entering the remote workforce, and for good reason.

Many 55+ professional...

Continue Reading...
Finding Your First 10 Customers After Retirement: A Simple Guide for Retiree Entrepreneurs retirement entrepreneurship

Why Getting Your First Customers is the Real Win

Every business has to start somewhere—and for retiree entrepreneurs, that “somewhere” is often a blend of excitement and hesitation.

The most common fear?

“What if no one buys?”

That fear can be paralyzing. But the truth is, your first few c...

Continue Reading...
Legal & Tax Basics for Your Retirement Business: What Every Retiree Entrepreneur Needs to Know retirement entrepreneurship

Why Legal and Tax Planning Matters for Retiree Entrepreneurs

Starting a business in retirement isn't just about passion—it’s also about protecting what you’ve built.

Legal and tax planning may not be the most exciting part of launching your second act, but it’s one of the most important. The...

Continue Reading...
How to Write a Simple Retirement Business Plan That Actually Works retirement entrepreneurship

Why Simplicity Wins for Retiree Business Plans

Forget everything you've heard about business plans needing to be 30 pages long, packed with spreadsheets, or written like a grad school thesis. That's not the retiree way—and it’s not what you need.

👉 How to start a business after retirement

W...

Continue Reading...
Validate Your Business Idea Without Wasting Time or Money retirement entrepreneurship

Why You Must Validate Before You Launch

Retirees have a secret advantage in business: they’ve already learned not to waste time on things that don’t work.

And yet, too many encore entrepreneurs skip one of the most important steps—validating the business idea before jumping in. They invest i...

Continue Reading...
1 2 3 4 5 6 7 8 9 10 11

🏪Retirepreneur Hub
Your Next Chapter Starts Now! Find real tools, legit job leads, and practical guides-without the noise. The Retirepreneur Hub helps you earn, create, or consult with less overwhelm and more financial peace of mind. 👉  Explore Now!

📬 Retirepreneur Weekly
Receive practical tips, inspiring stories from those in their second acts, and helpful tools delivered to your inbox every week. 👉  Subscribe here

🎓 Retirepreneur Biz 101
Are you new to entrepreneurship? Start with our free course designed specifically for transitional retirees. 👉  Discover the Course!

✍️ About the Author
Curt Roese is a CPA, entrepreneur, real estate broker, and a graduate student in entrepreneurship at the University of Florida. With over 40 years of experience in finance, small business, and real estate, Curt understands the challenges and opportunities that come with embarking on a new chapter after retirement.

He Founded Retirepreneur to help others navigate this transition, offering straightforward tools, honest advice, and practical strategies for launching second-act businesses.

His mission is to empower retirees to live a vibrant, fulfilling, financially secure future!