Living the Unconventional Life with Chris Guillebeau

If you’ve ever found yourself pursuing the unconventional path in life, this episode is for you.

In today’s conversation, I talk with Chris Guillebeau, the New York Times bestselling author of The $100 Startup (one of my favorite books), Side Hustle, and other books. During a lifetime of self-employment that included a four-year commitment as a volunteer executive in West Africa, he visited every country in the world (193 in total) before his 35th birthday. His daily podcast, Side Hustle School, is downloaded more than two million times a month.

Chris is someone that I really look up to in terms of the books he’s written (a total of 5, holy guacamole!) and how he shows up in the world. Giving a keynote at his World Domination Summit Event was one of the most impactful moments for me on my own entrepreneurial journey.

Tune in and listen below:


What you'll hear (and don't want to miss!)

Click each timestamp to take you directly to that part of the episode. Happy listening!

Resources + links mentioned:

Chris Guillebeau


Side Hustle School Podcast

Connect with Chris on Facebook, Instagram and Twitter!

The Importance of Having a Breakdown

Loving the Process Not the Product with Jonathan Fields

5 Simple Rules to Build Your Community with Heart with Jadah Sellner

World Domination Summit Keynote with Jadah Sellner

Love is the Killer App by Tim Sanders

Playing Big by Tara Mohr


Key Quotes:

“It’s not like I’m anti-capitalist in any way, but I think there’s certainly room for, or even a necessity for, looking at different kinds of metrics.” [7:05]

“Just hearing about this convergence between something I’ve done and what other people are doing, that to me is motivating.” [9:53]

“Ideas don’t have value until you do something with them.” [19:26]

“I believe if you have the people, you can figure everything else out.” [22:44]

“As a young adult I felt like I had something to share, but it took a little while to figure out what was the medium and how I was going to do it.” [40:47]

“I tend to be much more successful when I’m doing most things on my own, and that’s what I keep doing.” [46:33]


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The Lead with Love podcast is hosted by Jadah Sellner (that's me!). I help entrepreneurs build their tribes with the online program, Build Your Challenge. I'm also an author, international keynote + TEDx speaker, poet, and creator of Love Over Metrics™, a Business Growth Incubator and Mastermind for women with big ambitions and even bigger hearts. #LeadWithLove

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