Collect Pieces Of Internet Real Estate And Start Driving Traffic

Internet real estate is valuable. Just like real estate in the real world has location value, internet real estate like domain names, websites, social media accounts, email lists, and online platforms has value based on visibility, traffic, and the potential to generate sales. If you haven’t started yet, it’s time to build digital real estate.

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Freedom Starts With Building On The Internet

If you want freedom, it’s time to start building online. Whatever skill you have, whatever business you’re in, writing & creating online is a cheat code (kinda like Super Mario Bros 3’s magic whistle - I f*cking love that game) that will open you up to so many opportunities, you’ll wonder why you didn’t start sooner. Here’s why…

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5 Life Lessons From My 90-Year-Old Grandma

My grandma just turned 90. I spent a week celebrating with her at a “cobbage” (as my 3yo niece would say) on Lake Michigan. It’s amazing what you can learn from someone who has lived 60 YEARS (basically another lifetime) longer than you! Here are a few of those lessons.

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The Rational Flâneur: Embracing Optionality

I once flew to Ireland for a weekend. My wife and I showed up at the airport in Toronto expecting to fly standby to Paris, but the flight was full. So we hopped on the only other flight with open seats - the flight to Dublin. I didn’t know it then, but I had become a Rational Flâneur. Unlike the tourist who’s stuck in a schedule, the flâneur embraces uncertainty. They alter their course easily based on new information. They keep their options open. And you can use this idea to embrace optionality and capture upside in your life and work.

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Don’t Chase Booby Prizes

There are lots of ways to define intelligence, but only one I really like. It’s Naval Ravikant’s definition: “The only true test of intelligence is if you get what you wanted out of life.” If you got what you wanted, you’re smart. If you didn’t, you’re not. But there’s an even more important question embedded in the premise of the first: Are you wise enough to know what to want to begin with? Because if you aren’t, you’ll waste your life chasing booby prizes.  

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Nothing Good Can Happen Unless You Finish What You Start

“Start less, finish more.” This is something I repeat to myself regularly. No matter what I’m working on - an online product, a screenplay or pilot script, an article for Wealest, or even a Tweet I’ve been battling to get right - it’s almost always better to finish what I start and send it out into the world than abandon it. Because shipping is the only way you can get lucky. That’s the only way good things happen. You’ve got to finish what you start.

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The Dream-Chaser’s Milestone Dilemma

There’s a feeling I’ve had for the past year that I haven’t been able to articulate until now. I’m calling it the “dream chaser’s milestone dilemma.” It’s that feeling of ambivalence when you watch the people closest to you do normal things like get married, buy homes, and have kids. These milestones feel like a world away when you’re chasing a creative dream that takes a decade(+) to pay off. And it’s not a pleasant feeling. Here’s the good news though… I’ve also found the cure for it.

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Get Paid For The Stuff You Created Years Ago

There should always be a delay between the time you do something, and when you get paid for the work you did. That means you’ve created an asset or product or invested capital that’s making money for you. What you want to avoid is exchanging your time directly for an hourly wage. As Nassim Nicholas Taleb says, “If someone pays you for anything other than a specific transaction, you are a slave.”

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When Everyone Has Infinite Leverage, Your Judgment & Taste Are What Matter

If you’ve played around with OpenAI’s ChatGPT or Dall-E programs, you know that the “robot army” has arrived to carry out your orders. But now, you don’t even have to speak their “language” to control them. Text-based interfaces allow you to give instructions in your language, and the artificial intelligence will carry it out in theirs. The days of having to learn how to code are quickly disappearing - just give good prompts, get good results. And when everyone has infinite leverage, your judgment and taste are what matter.

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Just Because You’re Certain, Doesn’t Make It True

How many times have you been 100% certain about something, only to find out you were wrong? For me, it’s probably five times a day. It wasn’t until I heard Joseph Goldstein articulate this idea in a lecture on the Waking Up app that it struck me how important an insight this is: “Certainty is not an indication of truth.” Many of the things you are certain about eventually prove to be wrong. And the faster you can rework your belief system in the face of contradicting evidence, the better off you’ll be.

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