DesuckifyWork

Ep 139 | He Quit His Job to Travel Forever — 27 Years Later with Derek Baron

July 28, 2026·1h 0m
Episode Description from the Publisher

We’ve all dreamed about it. Ditching the 9-to-5, moving to an exotic location and traveling the world.Derek Baron actually did it. And is still doing it, 27 years after he called his parents from Southeast Asia and told them he’s never coming home.Now, before you send out an FU email to your boss and start scanning flights to Bali, you’re gonna want to listen to Derek’s take on his nomadic life.He has no regrets. But he also warns… this life is not for everyone. Living out of a suitcase ain’t easy. And maintaining close relationships when you’re never in one place for more than a few weeks is a full-time job in itself.But man, what a ride he’s had. Derek lives in a way that seems deeply connected to who he wants to be. He’s curious, loves human connection and has built two tourism businesses under the name Wandering Earl that not only support his lifestyle, but share his passion for unconventional adventures with the world.Sign up for one of his tours and you won’t be seeing the typical sites. You may catch a glimpse of a levitating car or spend an afternoon snooping through Saddam Hussein’s old palace though.The takeaway I got from all of this? Do the thing your soul calls you to do. Even if your brain (and the brains of your friends and family) are screaming at you to do something else. You never know where things may lead.And if you’re wondering where the name Wandering Earl comes from? You’ll just have to listen to find out.Welcome to the DesuckifyWork® podcast. The show where we cut through the BS and find ways to make work more fun, more human and less ridiculous. All of which makes your business more profitable, by the way.(If you enjoy this one, please like, share, rate, review or subscribe to the podcast.)Let the desuckifying begin.You can follow Derek on LinkedIn. And check out his site at wanderingearl.com to learn more about his life and the adventures he has in store for you.If you enjoyed the conversation and would like to explore what a more human work culture could look like, I invite you to schedule a free half-hour discovery session. Type “meow” in the calendar invite and I’ll also send you a free DesuckifyWork® t-shirt!Bye, everyone!Bonus question from Derek:If you’re facing an obstacle or something that’s challenging and preventing you from doing what you really want, what would actually happen if you just stopped thinking about that challenge altogether and moved on (and did the thing)? Get full access to DesuckifyWork® at tjbennett.substack.com/subscribe

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