David Heinemeier Hansson on Digital Security, Company Culture, and the Value of Schooling

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DHH

David “DHH” Heinemeier Hansson (@dhh) is the creator of Ruby on Rails, founder and CTO at Basecamp (formerly 37Signals), and the best-selling co-author of Rework and Remote: Office Not Required. Oh, and he went from not having a driver’s license at 25 to winning, at 34, the 24 Hours of Le Mans race, one of the most prestigious automobile races in the world. It is often called the “Grand Prix of endurance and efficiency.”

Listeners had a million questions we didn’t get to last time, so he’s back for round two because his episode is about to cross a million downloads — and that’s in barely two weeks!

In this episode, DHH discusses:

  • Digital security
  • The value of schooling
  • Three questions you should be able to answer
  • Company culture
  • How bladder relief happens in a 24-hour race
  • And much, much more!

Please enjoy my round 2 conversation with DHH!

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Want to hear my first episode with David “DHH” Heinemeier Hansson? — Listen to this interview, which has already been downloaded almost a million times. In this episode, DHH shares his thoughts on the power of being outspoken, running a profitable business without venture capital, Stoic philosophy, and much more (stream below or right-click here to download):



This podcast is brought to you by 99Designs, the world’s largest marketplace of graphic designers. I have used them for years to create some amazing designs. When your business needs a logo, website design, business card, or anything you can imagine, check out 99Designs.

I used them to rapid prototype the cover for The 4-Hour Body, and I’ve also had them help with display advertising and illustrations. If you want a more personalized approach, I recommend their 1-on-1 service. You get original designs from designers around the world. The best part? You provide your feedback, and then you end up with a product that you’re happy with or your money back. Click this link and get a free $99 upgrade. Give it a test run.

This podcast is also brought to you by Wealthfront. Wealthfront is a massively disruptive (in a good way) set-it-and-forget-it investing service led by technologists from places like Apple. It has exploded in popularity in the last two years and now has more than $2.5B under management. Why? Because you can get services previously limited to the ultra-wealthy and only pay pennies on the dollar for them, and it’s all through smarter software instead of retail locations and bloated sales teams.

Check out wealthfront.com/tim, take their risk assessment quiz, which only takes 2-5 minutes, and they’ll show you for free the exact portfolio they’d put you in. If you want to just take their advice and do it yourself, you can. Well worth a few minutes to explore: wealthfront.com/tim.

QUESTION(S) OF THE DAY: What was your favorite quote or lesson from this episode? Please let me know in the comments.

Scroll below for links and show notes…

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Practicing What You Preach

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practice what you preach

“Prove your words by your deeds.” – Seneca the Younger

My job is usually to deconstruct world-class performers and tease out their routines and habits you can use.

But in this in-betweenisode, I present some short nuggets of practical, tactical philosophy about practicing what you preach.

This is a letter from Stoic heavyweight Seneca the Younger — who lived a mere 2,000 years or so ago — to his friend Lucilius. It’s from a collection of letters that comprise, effectively, my favorite book of all time. I’ve read it dozens of times, and I loved it so much that I turned it into The Tao of Seneca, a three-volume set of audiobooks.

This is a letter you’ve not heard on the podcast before; it’s worth the listen just for the definition of wisdom alone. Then you have some incredible quotes from Epicurus, and it also discusses how you can have riches without riches having you.

Enjoy!

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Want to hear another segment from The Tao of Seneca? — Listen to How to Avoid the Busy Trap. In this episode, I dig deeper into useful philosophy and how we think of riches (stream below or right-click here to download):



This episode is brought to you by Headspace, the world’s most popular meditation app (with more than 4,000,000 users). It’s used in more than 150 countries, and many of my closest friends swear by it. Try Headspace’s free Take10 program, 10 minutes of guided meditation a day for 10 days. It’s like a warm bath for your mind. Meditation doesn’t need to be complicated or expensive, and it’s had a huge impact on my life. Try Headspace for free for a few days and see what I mean.

This podcast is also brought to you by 99Designs, the world’s largest marketplace of graphic designers. I have used them for years to create some amazing designs. When your business needs a logo, website design, business card, or anything you can imagine, check out 99Designs.

I used them to rapid prototype the cover for The 4-Hour Body, and I’ve also had them help with display advertising and illustrations. If you want a more personalized approach, I recommend their 1-on-1 service. You get original designs from designers around the world. The best part? You provide your feedback, and then you end up with a product that you’re happy with or your money back. Click this link and get a free $99 upgrade. Give it a test run.

QUESTION(S) OF THE DAY: What was your favorite quote or lesson from this episode? Please let me know in the comments.

Scroll below for links and show notes…

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The Canvas Strategy — What Ben Franklin and Bill Belichick Have in Common

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Photo credit: ©Dan Taylor/Heisenberg Media.

Photo credit: ©Dan Taylor/Heisenberg Media.

“The person who clears the path ultimately controls its direction, just as the canvas shapes the painting.” – Ryan Holiday

My job is usually to deconstruct world-class performers from business, military, entertainment, politics, or athletics, and then to tease out the routines and habits you can use.

In this particular episode, I’m going to share an overarching strategy that has been used by many of the greats. That includes Ben Franklin, legendary NFL coach Bill Belichick, and many more. It is also how I built my network, how my first book hit the tipping point, how I became successful at angel investing, etc.

Of course, if you’re interested in the networking part of it, you can also read the blog post and listen to the episode, How to Build a World-Class Network in Record Time. But that is bonus credit.

The secret to all of the above is the “canvas strategy.”

And in this episode, Ryan Holiday, author of the new book, Ego Is the Enemy, will teach you how to apply canvas strategy to your life. (The book is also the newest addition to my book club, which can be found at audible.com/timsbooks.)

Please enjoy this excerpt with Ryan Holiday from Ego Is the Enemy!

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Want to hear another podcast with Ryan Holiday? — In this episode, we discuss the “big three” stoics, how Stoicism applies to the modern world, and how to improve your decision-making when stakes are high (stream below or right-click here to download):



This podcast is brought to you by Wealthfront. Wealthfront is a massively disruptive (in a good way) set-it-and-forget-it investing service led by technologists from places like Apple. It has exploded in popularity in the last two years and now has more than $2.5B under management. Why? Because you can get services previously limited to the ultra-wealthy and only pay pennies on the dollar for them, and it’s all through smarter software instead of retail locations and bloated sales teams.

Check out wealthfront.com/tim, take their risk assessment quiz, which only takes 2-5 minutes, and they’ll show you — for free — exactly the portfolio they’d put you in. If you want to just take their advice and do it yourself, you can. Well worth a few minutes to explore: wealthfront.com/tim.

This podcast is also brought to you by 99Designs, the world’s largest marketplace of graphic designers. I have used them for years to create some amazing designs. When your business needs a logo, website design, business card, or anything you can imagine, check out 99Designs.

I used them to rapid prototype the cover for The 4-Hour Body, and I’ve also had them help with display advertising and illustrations. If you want a more personalized approach, I recommend their 1-on-1 service. You get original designs from designers around the world. The best part? You provide your feedback, and then you end up with a product that you’re happy with or your money back. Click this link and get a free $99 upgrade. Give it a test run.

QUESTION OF THE DAY: What was your favorite quote or lesson from this episode? Please let me know in the comments.

Scroll below for links and show notes…

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On Philosophy and Riches

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On Philosophy and Riches

“Riches have shut off many a man from the attainment of wisdom.” – Seneca

Whenever I succumb to social pressure to treat time as less valuable than income, that’s when I turn to stoicism.

In this special episode of the podcast, I’m sharing one of my favorite letters from Seneca, “On Philosophy and Riches.” This is a must-listen for anyone obsessed with increasing wealth or material possessions.

My favorite portion begins with, “I might close my letter at this point,” which you can listen to here.

If you want to learn more of Seneca’s teachings, I’ve compiled his letters into a collection called the Tao of Seneca.

Enjoy!

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Want to hear another podcast featuring lessons from SenecaListen to the episode on achieving self-ownership. In this letter, Seneca offers lessons related to being a good man and the true costs of things that appear free (stream below or right-click here to download):


This podcast is brought to you by Wealthfront. Wealthfront is a massively disruptive (in a good way) set-it-and-forget-it investing service, led by technologists from places like Apple. It has exploded in popularity in the last two years and now has more than $2.5B under management. Why? Because you can get services previously limited to the ultra-wealthy and only pay pennies on the dollar for them, and it’s all through smarter software instead of retail locations and bloated sales teams.

Check out wealthfront.com/tim, take their risk assessment quiz, which only takes 2-5 minutes, and they’ll show you—for free–exactly the portfolio they’d put you in. If you want to just take their advice and do it yourself, you can. Well worth a few minutes to explore: wealthfront.com/tim.

This podcast is also brought to you by 99Designs, the world’s largest marketplace of graphic designers. I have used them for years to create some amazing designs. When your business needs a logo, website design, business card, or anything you can imagine, check out 99Designs.

I used them to rapid prototype the cover for The 4-Hour Body, and I’ve also had them help with display advertising and illustrations. If you want a more personalized approach, I recommend their 1-on-1 service. You get original designs from designers around the world. The best part? You provide your feedback, and then you end up with a product that you’re happy with or your money back. Click this link and get a free $99 upgrade. Give it a test run.

QUESTION(S) OF THE DAY: Are you unhappily striving to gain wealth? If so, how has this letter from Seneca helped your mindset? Please let me know in the comments.

Scroll below for links and show notes…

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How to Avoid the Busy Trap (and Other Misuses of Your Time)

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“A good man will not waste himself upon mean and discreditable work or be busy merely for the sake of being busy. Neither will he, as you imagine, become so involved in ambitious schemes that he will have continually to endure their ebb and flow.” – Seneca

Today’s episode is a bite-sized morsel for your brain and for your life. This is an excerpt from my favorite writing of all-time. This letter is #22, “On the Futility of Half-way Measures.” As usual, Seneca takes a little time in his preamble to get warmed up. That is his style. He seems to enjoy feeling out the recipient of his letter before jumping into the details.

I love this letter because it addresses how we spend our time, which is one of the biggest stresses for all people, and especially entrepreneurs.

My favorite portion is:

“Hence men leave such advantages as these with reluctance.”

I encourage you to listen to this and think of ways that you can adapt Seneca’s wisdom to your own life. Enjoy!

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Want to hear another segment from The Tao of Seneca? — Listen to How to Achieve Self-Ownership. In this episode, I dig deeper into how we think of gain and loss and how to be a good person (stream below or right-click here to download):


This podcast is brought to you by Wealthfront. Wealthfront is a massively disruptive (in a good way) set-it-and-forget-it investing service, led by technologists from places like Apple. It has exploded in popularity in the last two years and now has more than $2.5B under management. Why? Because you can get services previously limited to the ultra-wealthy and only pay pennies on the dollar for them, and it’s all through smarter software instead of retail locations and bloated sales teams.

Check out wealthfront.com/tim, take their risk assessment quiz, which only takes 2-5 minutes, and they’ll show you—for free–exactly the portfolio they’d put you in. If you want to just take their advice and do it yourself, you can. Well worth a few minutes to explore: wealthfront.com/tim.

This podcast is also brought to you by 99Designs, the world’s largest marketplace of graphic designers. I have used them for years to create some amazing designs. When your business needs a logo, website design, business card, or anything you can imagine, check out 99Designs.

I used them to rapid prototype the cover for The 4-Hour Body, and I’ve also had them help with display advertising and illustrations. If you want a more personalized approach, I recommend their 1-on-1 service. You get original designs from designers around the world. The best part? You provide your feedback, and then you end up with a product that you’re happy with or your money back. Click this link and get a free $99 upgrade. Give it a test run.

QUESTION(S) OF THE DAY: How did this episode help you reconsider your current use of time and energy? Please let me know in the comments.

Scroll below for links and show notes…

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How to Achieve Self-Ownership

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Chapter 43 - On Values“Greatness develops only at long intervals.” – Seneca

This is another special episode of the podcast, featuring one of my favorite letters from Seneca. It’s not long, but its impact is far greater than the duration. Before you listen, I want you to think about this philosophy from Fight Club:

“The things you own end up owning you.”

Understanding this mindset will help you to explore the practical philosophies found in this episode. Please enjoy Letter 42, On Values, by Seneca the Younger.

If you only have 60 seconds, listening to this clip could increase your happiness by changing your relationship with your possessions.

If you find this letter useful, you can pick up the whole collection at the Tao of Seneca.

Enjoy!

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Want to hear another segment of The Tao of Seneca? — Listen to How to Practice Poverty and Reduce Fear. In this episode, I dig deeper into the value of stoicism and examine unfounded fears and untested assumptions (stream below or right-click here to download):



This podcast is brought to you by 99Designs, the world’s largest marketplace of graphic designers. I have used them for years to create some amazing designs. When your business needs a logo, website design, business card, or anything you can imagine, check out 99Designs.

I used them to rapid prototype the cover for The 4-Hour Body, and I’ve also had them help with display advertising and illustrations. If you want a more personalized approach, I recommend their 1-on-1 service. You get original designs from designers around the world. The best part? You provide your feedback, and then you end up with a product that you’re happy with or your money back. Click this link and get a free $99 upgrade. Give it a test run.

This podcast is also brought to you by Wealthfront. Wealthfront is a massively disruptive (in a good way) set-it-and-forget-it investing service, led by technologists from places like Apple. It has exploded in popularity in the last two years and now has more than $2.5B under management. Why? Because you can get services previously limited to the ultra-wealthy and only pay pennies on the dollar for them, and it’s all through smarter software instead of retail locations and bloated sales teams.

Check out wealthfront.com/tim, take their risk assessment quiz, which only takes 2-5 minutes, and they’ll show you—for free–exactly the portfolio they’d put you in. If you want to just take their advice and do it yourself, you can. Well worth a few minutes to explore: wealthfront.com/tim.

QUESTION(S) OF THE DAY: How did this episode influence the way you think about loss and gain? Please let me know in the comments.

Scroll below for links and show notes…

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How to Practice Poverty and Reduce Fear

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The Tao of Seneca

“Establish business relations with poverty.”
– Seneca

These 10-15 minutes are gold. I revisit this letter of Seneca at least once a quarter, and I hope you find this episode equally powerful.

The careful listener will find an extremely practical blueprint (and exercises) for optimizing performance in high-stress situations.

If you only have 60 seconds for one highlight, pay particular attention to this passage.

If you enjoy the teachings, I highly recommend listening to more of Seneca’s letters. All of my favorites can be found in The Tao of Seneca: Practical Letters from a Stoic Master. For more audiobooks I love, take a look at audible.com/timsbooks.

Enjoy!

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Want to hear another segment of The Tao of Seneca and dig deeper into stoicism? — Listen to On Groundless Fears. In this episode, I dig deeper into the value of stoicism and examining unfounded fears and untested assumptions (stream below or right-click here to download):



This episode is brought to you by Headspace, the world’s most popular meditation app (more than 4,000,000 users).  It’s used in more than 150 countries, and many of my closest friends swear by it.  Try Headspace’s free Take10 program —  10 minutes of guided meditation a day for 10 days. It’s like a warm bath for your mind. Meditation doesn’t need to be complicated or expensive, and it’s had a huge impact on my life. Try Headspace for free for a few days and see what I mean.

This podcast is also brought to you by Wealthfront. Wealthfront is a massively disruptive (in a good way) set-it-and-forget-it investing service, led by technologists from places like Apple. It has exploded in popularity in the last two years and now has more than $2.5B under management. Why? Because you can get services previously limited to the ultra-wealthy and only pay pennies on the dollar for them, and it’s all through smarter software instead of retail locations and bloated sales teams.

Check out wealthfront.com/tim, take their risk assessment quiz, which only takes 2-5 minutes, and they’ll show you—for free–exactly the portfolio they’d put you in. If you want to just take their advice and do it yourself, you can. Well worth a few minutes to explore: wealthfront.com/tim.

QUESTION(S) OF THE DAY: How has listening to Seneca’s teachings changed or improved your life? Share your thoughts in the comments

Scroll below for links and show notes…

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55 Comments / Leave a comment or question