ARTICLES

Starting a business after retirement changes how you think about money. 

You’re not just managing retirement savings—you’re navigating self-employment taxes, variable income, legal risks, and strategic withdrawals. This guide helps you bring it all together. 

Here’s what you’ll learn: 

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The End Game Matters—Plan It as Intentionally as You Began

You started your retirement business with passion, purpose, and a vision for freedom. But what happens when it’s time to move on?

Too often, retiree entrepreneurs pour themselves into their business, only to reach a point where they’...

Don’t Let Taxes Derail Your Retirement Business Dreams

Retirement is a time to explore passion projects, build flexible income streams, and enjoy freedom on your terms. But if your side hustle takes off—and many do—you might be in for a surprise come tax season.

Here’s the truth: the IRS tre...

Budgeting Doesn’t Need to Be Complicated—Just Consistent

Running a business in retirement can be incredibly fulfilling, but if you're not tracking your money, it’s easy to feel out of control.

Most budgeting tools are designed for full-time workers or fully retired folks, not someone jugglin...

Should You Use Retirement Funds to Start a Business?

You’ve built a solid nest egg, and now you’re wondering if it could help launch your second act.

Many retirees and near-retirees exploring entrepreneurship want to avoid debt and don’t want to jump through hoops for a small business loan. ...

You Can Work—and Still Collect Benefits (If You Plan Wisely)

You’ve earned your Social Security—but now you’re ready to earn a little more.

Starting a business in retirement can bring purpose, flexibility, and income. However, it can also bring surprising complications if you don’t understan...