Monday 4 July 2022
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Chris Guillebeau: The happiness of pursuit

Chris Guillebeau

Chris Guillebeau

One of the reasons I love podcasting is that it affords me the chance to talk with amazing people like Chris Guillebeau. Chris is best known for having recently completed his quest to visit all 193 countries of the world.

Chris joins me today to discuss his third book, The Happiness of Pursuit. You can learn more about Chris and his third book here.

Notes from today’s conversation:

Define what you mean by a quest. You aren’t talking about losing weight or writing a book or starting a company. Is it good or bad that this is different for everyone?

You say that you “have to become a better person along the way. You must improve.” Explain that…

When you sense discontent, you have to pay attention. This is generally a sign that it might be time to find a meaningful quest to pursue…

Is this all more about the journey than the destination? Or is it both?

“I felt at home on the road itself…”

How do you start? What are initial steps to launching a quest, and how does it not overwhelm you? And how do you avoid planning paralysis?

Talk about how having a quest redefines the age-old question of “What do you do?”

The struggle is very much a part of embarking on a quest. How do you get through it? Is it as simple as to “just keep making progress?”

“It’s better to be at the bottom of the ladder you want to climb, than being at the top of one you don’t.”

You’ve talked about the struggle that most encounter mid-way through the quest. Any best advice on how to keep on going?

We should all be afraid of settling. How NOT to do that, and how to NOT to live a life full of regret…

What’s the biggest lesson you learned in your quest?

What’s next for Chris Guillebeau? How do you move on when you complete a life-defining, epic quest?

CHRIS GUILLEBEAU is an entreprenur, traveler, and a New York Times bestselling author. His first two books were The Art of Non-Conformity and The $500 Startup. Recently, he completed his quest to visit every country in the world before the age of thirty-five. Host of the World Domination Summit, an international gathering of creative people. Chris is focused on encouraging individual quests while also giving back. His main website,, is visited by more than 500,000 per month.

You can find his most recent book here:
The Happiness of Pursuit: Finding the Quest That Will Bring Purpose to Your Life


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Co-founder of the intrepidNOW Media Network, Todd Schnick is a media + business strategist and talk show host + producer. He is a former marketing strategist, national political operative, and lobbyist. Todd has published five books, writes a business + lifestyle column, is a distance runner, and lives in Chicago with his wife Stephanie + family.

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