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Remember Why You’re Really Doing It
As you may know, my friend Sebastian and I have a bet going where we must write a blog post every single day for two years. We ironed out the terms and conditions, but one area was left slightly fuzzy– we both travel a lot, so what happens when time zones interfere? We agreed that…
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Why It Doesn’t Matter Where You Travel
It turns out that sometimes, in South America, four hour bus rides take seven hours. And sometimes the air conditioning doesn’t work, and it’s the middle of the day in the summer. Today all of those things turned out to be true. Unpleasant as the ride was, I found it relatively easy to focus on…
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Having Very Few Constraints
A friend asked my yesterday why I do so many crazy things. What’s my raison d’etre? He mentioned a few specific examples, and I had reasons for each, but those reasons weren’t similar to each other. I’ve been thinking about it since then, though. Is there some universal motivator that’s behind everything I do? If…
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Cogs in the System
I used to think that it was a really bad idea to be a cog in the system. I thought this for two reasons. First, I was personally averse to being a cog in any system, and of course any preference I have is the right one to have. Second, there were a ton of…
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Things Besides Money and Time
We’ve started a new tradition on our cruise called BLunch, which stands for Business Lunch. One member of our gang presents some background on their business, followed by the biggest challenge they’re facing, and then receives feedback from everyone else. We all take it seriously, and the group is comprised mostly of entrepreneurs, so the…
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The Traveling Yuppie
The other day Todd and I were sitting in a cafe. Next to us was a guy who appeared to be a typical San Francisco yuppie. I wouldn’t have talked to him, but Todd is more extroverted than I, so pretty soon we were chatting away. He had overheard us talking about travel, so that’s…
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Decoupling Your Finances
As I’ve mentioned before, I’m pretty frugal. I like spending money on things like the island, travel, and good food, but I also like saving money. I spend very little money frivolously, and don’t have an overwhelming appetite for luxury. I don’t make much money, either. I’m content to have enough income to fund my…
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The 2014 Transpacific Cruise
The end of a long cruise always feels a bit unfair. It doesn’t seem right that tomorrow morning I’ll be unceremoniously dumped onto the pier in Yokohama, Japan. Over the past fifteen days I’ve become accustomed to my new social circle of nine friends and a couple thousand senior citizens. The new routines we’ve made…


