Have you ever grown frustrated by the observation that the people who know the least seem to be the most confident in their knowledge?

You're not crazy. It's a very real, and very damning, psychological phenomenon.

In 1999, researchers David Dunning and Justin Kruger studied the bizarre case of McArthur Wheeler, a would-be bank robber who was caught after robbing two banks in broad daylight...

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Exactly 20 years ago, on May 21, 2005, author David Foster Wallace stood before the graduating class at Kenyon College and delivered the annual commencement address.

The speech completely rewired my brain.

Each year, I reread it. Each year, it hits differently.

To mark the 20th anniversary of the speech––known as This Is Water––I want to share five lessons that changed how I see the world (and continue to shape how I move through it)...

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Here's a question I like to ask myself when I feel stuck:

If an outside observer watched me for a week, how serious would they say I am about achieving my goals?

Think about it.

It's easy to convince ourselves that we're fulfilling our responsibilities. That we're doing what's necessary to build the life we want. That we're showing up with energy and focus on a daily basis.

But what would an unbiased observer see?

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We all do it.

We stay in jobs that drain us. We cling to relationships that no longer bring us energy. We hold onto possessions, identities, and goals that don’t serve the future we're trying to build.

It turns out there's a simple cognitive bias to blame—and understanding it may be the key to fighting back...

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My son turns three years old this week.

Over the last few months, I've grown increasingly excited by the idea of writing him a series of letters he can read as he grows up.

My hope is that they serve as a compass for his journey (and maybe for anyone else who happens to read them).

What follows is the first letter he'll read...

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There’s a story about Apple founder Steve Jobs that I love:

When he was 12 years old, he cold-called Bill Hewlett—co-founder of the pioneering technology company Hewlett Packard—to request spare computer parts for an electronics project he was working on.

Surprised by the request, Hewlett not only sent the parts, he also offered him a summer internship.

That opportunity further accelerated the young Jobs’ excitement for technology and entrepreneurship—and we all know what came from that.

Reflecting on the story, Steve Jobs said the following...

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My first book is a 7x NYT Bestseller and has reached over 250,000 people around the world in three months since its release. Join the movement to redefine what it means to live a wealthy life.

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Last week, investor Bill Ackman hosted a fireside chat conversation in Omaha in front of a standing room only crowd of 500+ investors.

Ackman was joined onstage by Ryan Israel, his partner and Chief Investment Officer.

During the conversation, an audience member asked Israel a deceptively simple question:
"How do you know when to sell a stock?"

In a sharp, thoughtful reply, he outlined three reasons you sell...

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My first book is a 7x NYT Bestseller and has reached over 250,000 people around the world in three months since its release. Join the movement to redefine what it means to live a wealthy life.

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Last week, I had the rare opportunity to spend one-on-one time with some of the most uncommon minds in the world while attending the Berkshire Hathaway Annual Meeting in Omaha.

This piece is my attempt to distill and synthesize the notes down to a set of lessons.

11 lessons from a week with legends: (1) Being misunderstood is the cost of entry, (2) Regularly question your certainty, (3) Awareness is perishable, (4) Education is the most magical thing in the world, (5) Compartmentalization is a muscle, (6) The final 5% costs an extra 100%, (7) Your environment is your destiny, (8) Cultivate an environment of respectful disagreement, (9) You have to earn the right to be a long-term thinker, (10) Stop pressing the eject button, and (11) Boredom is a cheat code.

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My first book is a 7x NYT Bestseller and has reached over 200,000 people around the world in three months since its release. Join the movement to redefine what it means to live a wealthy life.

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Your entire life will change when you realize that growth feeds on meaningful struggle.

When you avoid that struggle, you literally starve your growth of the oxygen it needs to thrive.

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My first book is a 7x NYT Bestseller and has reached over 200,000 people around the world in three months since its release. Join the movement to redefine what it means to live a wealthy life.

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If you're reading this newsletter, chances are you self-identify as an ambitious, high-achieving individual. Or, at a minimum, you aspire to be one.

You probably take pride in your ability to analyze a situation, deconstruct the problem, create potential solutions, and execute against them.

And, up to this point, you've mostly been rewarded for that.

We live in a world obsessed with numbers and analysis. We track every bit of data available to us. We relentlessly deconstruct. We optimize our routines and decisions around dashboards and spreadsheets.

But unfortunately, that tendency can lead us into peril.

Let me introduce you to one of my favorite obscure references:

Anscombe's Quartet...

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My first book is a 7x NYT Bestseller and has reached over 200,000 people around the world in three months since its release. Join the movement to redefine what it means to live a wealthy life.

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