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"Escape Shouldlandia" by Paul Millerd

"Escape Shouldlandia" by Paul Millerd

Curious Collab #4

Jason Ziebarth
Jan 22, 2025
∙ Paid

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"Escape Shouldlandia" by Paul Millerd
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Paul Millerd is a lifelong recovering Corporate Refugee just like me. I found out about him through his book “A Pathless Path” which I found from Ali Abidaal’s Reading List. I read through it and found him to be a kindred soul.

A lot of his story revolves around the meaning of work, and how if we all have dreams of success, why do we not all find it in the status quo. He lives a life of experiments, hoping that one day, no matter how much money or fame he has, he will know he did not live a life of regret.

He wrote this article here which I will share an important part from:

”That’s a good clue that I should probably not waste time going to Shouldlandia and talking about my YouTube dreams. A creative person on a creative path will inevitably always create more “shoulds” and we shouldn’t always ignore them. But its important to test them as quick and possible and try to find the exit ramps out of Shouldlandia. My preferred experimentation approach is something I call “Ship, Quit, & Learn.” I design experiments that I plan to quit within a month or two. I may eventually find a way to do YouTube sustainably, but it will come from experimenting with different ways of making it happen in reality, not in the shoulds in my head.”

Pathless by Paul Millerd
Escape Shouldlandia | #255
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2 years ago · 67 likes · 12 comments · Paul Millerd

Life is an experiment. It’s meant to be so. We know this because the #1 regret of a dying person is:

“I wish I'd had the courage to live a life true to myself, not the life others expected of me.”

If that doesn’t motivate you, I don’t know what else can.

Well maybe the #2 regret will:

”I wish I hadn't worked so hard.”"

So you should try to escape “Shouldlandia” as quickly as possible and enter the land of whatever it is love and build a cozy cabin and stay there forever, no matter the cost.

Until Tomorrow,
Jason Ziebarth (Founder Club255)
JZ#386

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