Fund your Life Overseas Quiz

No matter how affordable the destinations we talk about are, the simple fact is: You can’t live anywhere for free…

But what if you had an income that went with you? An income that could give you the freedom you need to just pick up and go?

You could spend half the year in your own cottage on the beach… work in the mornings and snorkel and relax in the afternoons.

With this kind of flexibility, it doesn’t matter where you’re based. That means you can travel whenever you feel like it. You could rent a place in Paris or Quito for a month or two of vacation, work from home a few days a week and spend the rest of your time enjoying the city.

Take the Quiz

From the Archives of Fund Your Life Overseas

I Stayed in a $2,200-Per-Night Caribbean Penthouse…And Didn’t Pay a Dime

I Stayed in a $2,200-Per-Night Caribbean Penthouse…And Didn’t Pay a Dime

I'm quite open regarding how I feel about Grace. It felt like I was hit by a thunderbolt the first time I saw her. The good news is my wife, Judy, has no problem with my infatuation. You see, the object of my passion is Grace Bay Beach on the Turks and Caicos Island of Providenciales.

Advice From an Expert: Not All Portable Incomes are Created Equal

Advice From an Expert: Not All Portable Incomes are Created Equal

Humans have been running around this planet for approximately 400,000 years. But Baby Boomers are the first generation of people who, as a group, will be living 20 to 30 years into their "retirement." And not just "living" but living healthier and more active lives thanks to medical science and the rapid pace of innovation in successful ageing.

As a Freelancer I’m Master of My Own Universe

As a Freelancer I’m Master of My Own Universe

It's been 10 years since I came to Mexico City. I never planned on making it my home but after only a few short months, I had fallen for this chaotically romantic and endlessly surprising city. Living in the United States, nothing depressed me more than having to get into my car and drive out to a strip mall to eat Japanese food, or buy toilet paper, or get my haircut.

Avoid These 3 Common Mistakes When Developing Your Portable Income

Avoid These 3 Common Mistakes When Developing Your Portable Income

My journey helping Baby Boomers make the transition from career to portable income began almost 15 years ago. It started first with a few friends who were "aging out" of their careers like I was. They wanted to "pick my brain" on how to get moving in a direction that offered them more independence and flexibility without the inevitable age bias that was palpable in corporate and small-business Ame

How This Simple Income Stream Pays for My Luxury Travel

How This Simple Income Stream Pays for My Luxury Travel

As I looked out my car window I saw mountains, sand, and more sand with an occasional saguaro cactus lifting its arms to the hot baking sun. At first I thought it was a mirage, a figment of my imagination, but in the distance was a place where the sand met crystal blue waters and the beach seemed to go on for miles.