My First Million: Dopamine Fasts, Cruise Ship Investing, and Elon Musk vs. Jeff Bezos Feuds with Andrew Wilkinson, Co-Founder of Tiny

Hubspot Podcast Network Hubspot Podcast Network 10/19/21 - 4m - PDF Transcript

All right.

Quick break to tell you about another podcast that we're interested in right now, HubSpot

just launched a Shark Tank rewatch podcast called Another Bite.

Every week, the hosts relive the latest and greatest pitches from Shark Tank, from Squatty

Potty to the Mench on a Bench to Ring Doorbell, and they break down why these pitches were

winners or losers, and each company's go-to-market strategy, branding, pricing, valuation, everything.

Basically all the things you want to know about how to survive the tank and scale your

company on your own.

If you want to give it a listen, you can find Another Bite on whatever podcast app

you listen to, like Apple or Spotify or whatever you're using right now.

All right.

Back to the show.

Because I was like, pipe that content into my ears, baby, while I'm falling asleep.

Like, I don't even want to fall asleep.

I want to be entertained and pass out.

I feel like I can rule the world.

I know I could be what I want to.

I put my all in it like no days on.

On the road, let's travel, never look.

Ready?

Andrew, what's going on?

Yeah.

What's up?

Matthew McConaughey.

Yeah, man.

You went off the deep end.

Discured.

I became a monk.

Pulled to Matthew McConaughey.

How was it?

Matthew McConaughey, do that?

It was awesome.

Yeah.

Apparently Matthew McConaughey, when he wanted to write his book, he drove into the desert,

like four hours into the desert, and he literally lived in a shack for two months and wrote his

book.

Did you read it?

I read that book or I read part of it.

No.

Was it good?

If you read it and you use Matthew McConaughey's voice while you're reading it, it's actually

pretty entertaining because it's good stories, but also it's like just stories about his

life that like I'm not sure I care that much about Matthew McConaughey's life.

Why wouldn't you just listen to the Audible book then if you wanted his voice to read

it?

Yeah.

I don't know.

I'm not smart enough to think of that.

That would have been way better.

Yeah.

You should have told the Audible book then.

Yeah.

I honestly did think about it.

It sounds like a good idea.

I should probably do that.

Andrew basically, we'll do the intro now, Andrew is a great friend of ours, has this

big business called Tiny where they own a bunch of different businesses north of a hundred

million-ish or so in revenue, took a company public, whatever, you're successful in terms

of career and traditional sense of successful.

You're a good friend.

You normally come on a lot, but you just tweeted how you kind of like took off for all of August

and you kind of bailed because you were kind of having a meltdown in which we all have

had before, like a digital overload meltdown.

Totally.

It was really, it was bad.

I mean, it's interesting to think about like, I think this happened to everyone over COVID,

like their life just shifted in a weird way and my life just became crappy over COVID,

which is weird because I had this amazing year, like we took a business public, we raised

a big fund, we got to work with all these interesting people, we bought some great businesses,

I didn't die of COVID, like all these great things happened and yet I was totally miserable.

And when I look at it, when I kind of zoom out my old day, I don't know if you guys,

you guys know, but I live in Victoria, Canada and I didn't even have an office.

So I actually liked just working out of cafes.

I would just go to the same cafe every day and I'd sit there with headphones on three

or four of my friends would always work there.

So it was kind of like cheers.

There's always like interesting people to talk to.

And my day was just broken up into a bunch of chunks.

So any given day, I wouldn't really be on the computer or in one place for more than

an hour or two.

And my day went from that to sitting in a house on my computer all day on.

Machine-generated transcript that may contain inaccuracies.

Andrew Wilkinson (@awilkinson), Co-Founder of Tiny, joins Sam Parr (@theSamParr) and Shaan Puri (@ShaanVP) to talk about how he found joy through a four-week dopamine fast, why it can be better to make safer “cruise ship investments” rather than startup investments, how Andrew’s last appearance led him to start a D2C maternal healthy company, and much more.
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Show Notes:
*00:20 - Andrew’s monk-like retreat from technology
*01:45 - What triggered his “digital meltdown”
*09:20 - The power of a 4-week dopamine fast
*22:40 - Why Andrew bought Aeropress
*30:45 - “Cruise ship investing” vs “speed boat investing”
*37:30 - The benefits (or lack thereof) of being famous
*39:33 - How coming on MFM led Andrew to be able to start a DTC pregnancy health company
*49:15 - Readwise and the Feynman method for learning
*52:41 - The pitfall of constant optimization
*01:07:35 - When Andrew met Steve Jobs
*01:17:32 - Elon Musk & Jeff Bezos’s Twitter beef
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Links: 
* Tiny
* JoelOnSoftware.com
* Wanting
* Readwise
* Endurance: Shackleton’s Incredible Voyage
* Elon Musk & Jeff Bezos Thread