Billy and Akaisha retired at age 38 in 1991—long before Skype, email, and online bill pay!—and have been traveling the world for the past 25 years. They typically set up housekeeping in a foreign location for a while and then hit the road again for more exploring. Sometimes they house sit, or rent apartments or live out of an apart/hotel for months at a time. Over the years they have survived financial crashes, bear markets, and the Great Recession, and actually have more money today than they did when they first retired.