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17 Travel Hacking Tips for People Who Value Their Time and Sanity

This is a special post from Austin Church in Knoxville, Tennessee. Check out his free 10-lesson course called “Better Credit in 10 Days.”

After reading the Frequent Flyer Master guide in December 2010, I scored two $20 tickets to Honolulu. Travel hacking was amazing, and I was hooked.

But a lot has changed since then. My wife Megan and I now have two children. During working hours—which is to say waking hours—I split my time between a startup called Closeup.fm, and the marketing consultancy that pays my bills, Wunderbar LLC.

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“You’ve got to be unapologetically you.”: Jonathan Fields at WDS

Next month we’ll release the first round of tickets for WDS 2017, a week-long gathering of creative, remarkable people—taking place next summer in beautiful Portland, Oregon.

But first, we’re rolling out a series of speaker videos from the 2016 event. To start us off, here's a video from our opening speaker, Jonathan Fields. A New York City dad, husband, entrepreneur and author, he founded mission-driven media and education venture, Good Life Project®, where he and his team lead a global community in the quest to live more meaningful, connected, and vital lives.

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Is There a Hole in Your Bathtub?

Imagine that you’re filling your bathtub for a nice relaxing soak. You’ve got the water on full blast at just the right temperature, and the soap suds are perfectly proportioned. Yet there’s a problem: the water rises to a decent level, but never quite tops out to where you’d like it. Despite leaving the water on and stepping away for a while, nothing changes.

Then you realize the source of the problem: there’s a hole in the drain. It may just be a small one, but it’s a hole—water disappears down it in one direction only, never to return.

What do you do? You could leave the water on full blast for the entire soak, which might not be that relaxing. Or you could try to fix the problem by plugging the hole.

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The Change of Loss

"It feels very old-timey and theatrical to say 'This experience has changed me' but still things do happen that change us. When those things happen we can’t go back in time, we can only go forward or face the uncertain ambivalence between the past, present and the future."

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“Freedom is the ability to travel”: Creating Multiple Sources of Income as a Millennial

evan3 Evan Tarver is a location-independent entrepreneur who, through multiple income streams and careful business growth, has the freedom to travel nationally and internationally. Right now he’s in Austin, but who knows where he’ll be next month!

Fresh out of college, I tossed aside a degree in Finance and Economics to take a retail management job with Target because it paid well (mistake!). Well, you guessed it, my happiness quickly waned and I decided to pull up roots, quit my job, and travel Europe until my bank account ran dry. And so I did, traveling to more than 7 countries and maxing out my last credit card to change flights from Geneva to Paris to make it home in one piece.

These days I'm a San Francisco-based millennial-entrepreneur who faces constant success and failure. I’m passionate about both writing and entrepreneurship for the collective freedom they afford. While a lot of my contemporaries in Silicon Valley are caught up in the "scale or die mentality," I focus on building my businesses very carefully so that they give me the freedom I covet. For me, freedom is the ability to travel.

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Thirty-Three

After traveling on an all-night flight where I stayed up for hours, only sleeping 90 minutes or so in the final portion before landing, I landed in Bangkok. I hadn’t been to Thailand in years!

It was genuinely good to be back. There’s something strange and bittersweet to be here, but I can hold both feelings simultaneously.

I was in town for two days, and I spent both afternoons working from the coffee shop in Terminal 21, a big shopping mall across the street from my hotel. I was in a jet lagged haze per usual, but it took me a few minutes to realize what else was wrong. Finally it hit me: Bangkok was a place I’d thought about bringing Ken on the big trip we never took.

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If Your Vision Isn’t Being Understood, Never Hesitate to Change Your Tactics

From Mike Birbiglia’s “6 Tips for Making it Small in Hollywood”:

"I once heard an interview where Ron Howard said that he tests the rough cuts of his movies with a ton of audiences. He doesn’t do it to be told what the movie’s vision should be, but to understand whether his vision is coming across. If not, he makes changes. Your vision is not being conveyed a majority of the time."

This relates to some other things I’ve been thinking recently.

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The Reviews Are In! Attendee Blog Posts and Memories from WDS 2016 (Round 1)

Every year for six years, I’ve been part of a team that produces an annual gathering in Portland, Oregon. It’s a lot of work and a lot of fun. Rather than share my own recap, I usually prefer to let our attendees share their perspective. All of these posts are unfiltered and uncensored—take a look and learn more of what WDS is all about!

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How 2 People Traveled for a Year on $20,000

At first glance Evo Terra and Sheila Dee’s story might seem a lot like many other empty nesters who sold everything to travel around the world. But most weren’t kicked out of their home state by a doctor—and most eventually return. These two are still going!

After 17 years of living in Arizona, Sheila's doctor told us to leave—the quicker, the better. The dry, dusty atmosphere was quite literally killing her. So two months later, we found ourselves on a plane bound for Europe, chasing high-humidity environments and seeing what living as travelers and expats is like around the world.

Prior to this trip, we hadn't done all that much traveling, except for the standard up-to-Canada and down-to-Mexico trips most people from the U.S. make every year or so. Because there's something extra motivating when a doctor orders you to get out, we decided to really go for it and try out a few other continents!

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Black Sheep Basics

Be proud of being the black sheep. If everyone agrees with you, maybe you’re not being bold enough.

For a while, even as someone who never worked a real job, I was afraid to put forward an opinion that I knew was likely to be challenged. I had heard all the proverbs and stories about how those who change the world for good are often criticized, but it was hard to walk the walk. I was afraid of being put down!

I was also afraid of causing offense. The irony is that I thought I was being polite in going with the flow—not conforming to it myself, necessarily, but not really challenging it in others.

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Should You Perform for the Audience or Just Entertain Yourself?

Link: Sir Paul on Fans, the Beatles, and Himself

When Paul McCartney goes on tour, he plays a lot of songs. A recent set list included 27 songs and stretched for more than three hours. People get their money’s worth, which is why they keep coming back.

You can think of yourself as an artist that seeks to challenge yourself by trying new things, and there’s nothing wrong that perspective. But there’s also nothing wrong with asking, “What do the people want?” and then thinking about how to give it to them.

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How to Earn 250,000 Frequent Flyer Miles in a Year: An Action Plan

In a previous post I explained how to kickstart your experience with miles and points that can be used for free travel. A lot of new readers (hey, new readers!) said this was helpful, so I wanted to delve into some more details.

As mentioned in that post, you don’t have to spend hours upon hours tracking deals and immersing yourself in forums. By setting aside just a few minutes each month, you should be able to earn more than enough miles to go anywhere in the world within a year or less.

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