The Crazy Ones

Episodes

Feb. 28, 2024

How to Get Your First 1,000 Users

Episode 113: Today’s read is by one of my favorite startup creators, Lenny Rachitsky. The essay, How To Kickstart & Scale a Consumer Business, breaks down the seven proven strategies to acquire your first 1,000 users as a B2C...

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Feb. 26, 2024

Rich vs. King

Episode 112: Today’s read was recommended by my buddy Sam Parr & it was written by Jason Cohen, a serial entrepreneur who has built 4 businesses, resulting in 2 exits and 2 unicorns. The essay is called Rich vs. King …

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Feb. 23, 2024

Second Job of a Startup CEO

Episode 111: In today's episode, I talk about transitioning from early-stage founder to late-stage CEO. I read the essay, The second job of a startup CEO by Ali Rowghan, Managing Director at Y Combinator, the former COO of Tw...

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Feb. 21, 2024

17 Startup Principles by Sam Altman

Episode 110: On today’s episode, I am going to break down 17 startup principles by Sam Altman, the CEO of OpenAI & former President of YCombinator. The essay is called What I Wish Someone Had Told Me & as I …

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Feb. 19, 2024

Imitate, Then Innovate

Episode 109: On today’s episode, I am going to break down & analyze an essay by one of my good friends & the super popular internet writer, David Perell. David is a prolific content creator, the founder of the super …

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Feb. 16, 2024

Why Market Size Matters

Episode 108: For today’s episode, I read and analyze startup founder Paras Chopra’s essay on market size from his online book Mental Models for Startup Founders. Chopra’s essay suggests that entrepreneurs should want to defin...

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Feb. 14, 2024

Visionary vs. Fraud

Episode 107: Today, I break down one of my favorite issues of one of my favorite newsletters, No Mercy No Malice, which explores why some entrepreneurs are considered visionaries and others are called frauds. Original Essay: ...

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Feb. 12, 2024

Momentum is Everything

Episode 106: On today’s episode, I read and breakdown Speed as a Habit by David Girouard, CEO of Upstart and former President of Google Enterprise Apps. This essay was originally posted on First Round Review, one of my favori...

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Feb. 9, 2024

The Great Online Game

Episode 105: For today’s episode, I read and break down The Great Online Game by Packy McCormick. This essay provides a completely new way of looking at the internet economy, and how you can structure your career and life in …

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Feb. 7, 2024

Active vs. Passive Listening

Episode 104: Today, I’m going to be breaking down an essay by Morgan Housel, one of my favorite internet writers. Morgan is a partner at Collaborative Fund and a New York Times best selling author of The Psychology of Money …

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Feb. 5, 2024

Why The Next Big Thing Looks Like a Toy? Ft. Apple Vision Pro

Episode 103: I’m going to break down a seminal essay by Andreesen Horowitz General Partner Chris Dixon. In 2010, Chris wrote an essay titled “The next big thing will start out looking like a toy” which talks about why the …

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Feb. 2, 2024

Private Elon Musk Emails

Episode 102: For today’s episode, I’m going to be reading 3 emails from Elon Musk. These emails were initially just for Tesla employees’ eyes, but were eventually made public. I think these emails not only give good insight i...

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Jan. 31, 2024

How to Get Rich (Without Getting Lucky)

Episode 101: I’m going to be reading quite possibly the most viral twitter thread in the world of business ever. In 2018, Naval Ravikant, wrote “How to Get Rich (Without Getting Lucky),” a 40-tweet thread that covers everythi...

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Jan. 29, 2024

Brian Chesky on Startups, Leadership, and Curiosity

Episode 100: On this episode, I’ll be sharing the best moments from Lenny Rachitsky’s recent interview with Brian Chesky, the co-founder & CEO of Airbnb. Airbnb is a $95bn company that under Brian’s leadership has grown into ...

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Jan. 26, 2024

1,000 True Fans

Episode 99: I’m going to be reading & analyzing one of the most famous essays that has been published on the internet in the last 20 years: 1,000 True Fans by Kevin Kelly. Kevin Kelly is the founding Executive Editor …

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Jan. 24, 2024

25 Lessons in 25 Years

Episode 98: I’m going to be breaking down a 45-minute video by one of the greatest startup minds of all-time, who quite possibly, you’ve never heard of. Bill Gross is the Founder of IdeaLab, considered by many to be the …

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Jan. 22, 2024

A Founder’s Failure to Build a Billion-Dollar Company

Episode 97: On this episode, I talk with Sahil Lavingia about his 2019 essay titled “Reflecting on My Failure to Build a Billion-Dollar Company.” Sahil is the founder & CEO of Gumroad, an e-commerce platform for creators. Gum...

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Jan. 19, 2024

How to Spend a Startup’s $ Wisely

Episode 96: Most startups and their founders don’t spend their money well, often using it as a crutch for a bad product or a misguided tool for growing their business too quickly. Today, I’m going to read essays from Elad …

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Jan. 17, 2024

The First Amazon Shareholder Letter: Summarized & Analyzed

Episode 95: Today, I’m sharing one of the greatest pieces of business writing living on the internet today. It’s been hiding in plain sight since 1997 yet the fact every entrepreneur hasn’t read it is criminal. I’m talking ab...

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Jan. 15, 2024

How to Find Your Zone of Genius

Episode 94: Alex Lieberman ( @businessbarista ) takes you through an exercise to recalibrate and focus on his zone of genius. The zone of genius is work that you do that brings out the best version of yourself. Follow this …

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Jan. 12, 2024

Measuring Product Market Fit

Episode 93: Today, we’re talking about product market fit. Product market fit is one of those things that every startup founder obsesses over, but it’s always been this elusive thing that can’t be measured or quantified. Unti...

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Jan. 10, 2024

How to Optimize Taxes as an Entrepreneur

Episode 92: Today, we’re talking about Founder personal finance. My buddy Ankur Nagpal is the Founder & CEO of Carry, a business that helps business owners build wealth in a number of ways, most notably with their Solo401k pr...

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Jan. 8, 2024

I Did Something Crazy

Episode 91: I did something crazy. I convinced HubSpot to send me & 7 friends to sit 50-yard-line at the College Football National Championship. The deal is simple. They’re paying for our seats. We’re gonna do some awesome, c...

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Jan. 5, 2024

Musings of a Legendary Entrepreneur

Episode 90: Today I’m interviewing Jason Fried who is a legendary entrepreneur. Jason is the cofounder & CEO of 37signals which is a software development company that has created popular products like Basecamp, Hey, and other...

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