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Credit: Richard Morgenstein

“I really am a big believer in people’s creativity flourishing when they come at things from a different direction and see things in a different way.” — Caterina Fake

Caterina Fake (@caterina) is a long-time Silicon Valley pioneer. She is the Cofounder of Yes VC, a pre-seed and seed stage fund investing in ideas that elevate our collective humanity. Previously, she worked at Founder Collective as a Founder Partner, served as Chair of Etsy, and was the co-founder of Flickr.

At Flickr, Caterina and her team introduced many of the innovations — newsfeeds, hashtags, “followers,” “likes” — that have become commonplace online. Caterina went on to found several more startups (FinderyHunch) and became an active investor, advisor and board member, helping to build companies like Etsy and Kickstarter from their beginnings. (Other investments include Stack OverflowCloudera, and Blue Bottle Coffee.) Caterina is an early creator of online communities and a long time advocate of the responsibility of entrepreneurs for the outcomes of their technologies.

Caterina sits on the board of Public Goods, the Sundance Institute, and McSweeney’s. She was given the Silicon Valley Visionaries award in 2018 and has received honorary doctorates from both the New School and the Rhode Island School of Design (RISD).

Caterina is also the host of the new podcast Should This Exist?, which asks the question, “What is technology doing to our humanity?” Should This Exist? can be listened to on Apple Podcasts, at shouldthisexist.com or anywhere podcasts are found.

Please enjoy!

Listen to the episode on Apple Podcasts, Spotify, Stitcher, Overcast, Castbox, or on your favorite podcast platform.

#360: Caterina Fake — Lessons from Flickr, Kickstarter, Etsy, and Much More
https://rss.art19.com/episodes/d7962685-3765-45fa-834e-28e07d3c9dd2.mp3Download

Want to hear an episode featuring another early Silicon Valley startup legend? — Listen to this episode featuring investor, Masters of Scale host, and LinkedIn co-founder Reid Hoffman, which features the 10 commandments of startup success. (Stream below or right-click here to download):

#248: The 10 Commandments of Startup Success with Reid Hoffman
https://rss.art19.com/episodes/09e5870b-ff69-4a17-8dea-4b15973209b3.mp3Download

This podcast is brought to you by Athletic Greens. I get asked all the time, “If you could only use one supplement, what would it be?” My answer is, inevitably, Athletic Greens. It is my all-in-one nutritional insurance. I recommended it in The 4-Hour Body and did not get paid to do so. As a listener of The Tim Ferriss Show, you’ll get 30 percent off your first order at AthleticGreens.com/Tim.

This podcast is also brought to you by Uber. Uber makes getting around town easier than ever before, and now Uber is introducing Uber Rewards, a new rewards program that helps keep modern life going. With Uber Rewards, you can earn points on Rides and Uber Eats and unlock rewards such as Uber Cash for your next Uber ride or your next Uber Eats order. You can unlock new benefits at every membership level, such as flexible cancellations with Gold, price protection with Platinum, complimentary surprise upgrades with Diamond, and more. For terms and to learn more about all the ways you can earn Uber Rewards, go to Uber.com/Rewards.

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…

SELECTED LINKS FROM THE EPISODE
  • Connect with Caterina Fake:

 Should This Exist? Podcast | WebsiteTwitter | Instagram

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“Feedback is a gift.” — Tobi Lütke

Tobi Lütke (@tobi) is the founder and Chief Executive Officer of Shopify. In 2004, Tobi began building software to launch an online snowboard store called Snowdevil. It quickly became obvious that the software was more valuable than the snowboards, so Tobi and his founding team launched the Shopify platform in 2006. He has served as CEO since 2008 at the company’s headquarters in Ottawa, Canada.

Tobi is an active advocate for computer literacy and education, and serves as a board member of Canada Learning Code, an organization working to give all Canadians access to digital skills. In 2014, Tobi was named The Globe and Mail‘s CEO of the Year. He served as Chair of the Digital Industries Table, an advisory board commissioned by the federal government to provide recommendations on how to turn Canada into a digital leader.

Please enjoy!

Listen to the episode on Apple Podcasts, Spotify, Stitcher, Overcast, Castbox, or on your favorite podcast platform. 

Want to hear the story of a go-getter who launched his now seven-figure business on Shopify? — Listen to my conversation with SpyGuy’s Allen Walton in which he describes how he made the switch from overworked and under-appreciated employee to entrepreneur (stream below or right-click here to download):

#351: Real 4-Hour Workweek Case Studies — Allen Walton and SpyGuy, The Path to Seven Figures
https://rss.art19.com/episodes/b35ef9cb-1f4e-478e-9c54-4497ab93ee5e.mp3Download

This podcast is brought to you by Peloton, which has become a staple of my daily routine. I picked up this bike after seeing the success of my friend Kevin Rose, and I’ve been enjoying it more than I ever imagined. Peloton is an indoor cycling bike that brings live studio classes right to your home. No worrying about fitting classes into your busy schedule or making it to a studio with a crazy commute.

New classes are added every day, and this includes options led by elite NYC instructors in your own living room. You can even live stream studio classes taught by the world’s best instructors, or find your favorite class on demand.

Peloton is offering listeners to this show a special offer. Visit onepeloton.com and enter the code TIM at checkout to receive $100 off accessories with your Peloton bike purchase. This is a great way to get in your workouts, or an incredible gift. Again, that’s onepeloton.com and enter the code TIM.

This episode is also brought to you by LegalZoom. I’ve used this service for many of my businesses, as have quite a few of the icons on this podcast — such as Automattic CEO Matt Mullenweg of WordPress fame.

LegalZoom is a reliable resource that more than a million people have already trusted for everything from setting up wills, proper trademark searches, forming LLCs, setting up non-profits, or finding simple cease-and-desist letter templates.

LegalZoom is not a law firm, but it does have a network of independent attorneys available in most states who can give you advice on the best way to get started, provide contract reviews, and otherwise help you run your business with complete transparency and up-front pricing. Check out LegalZoom.com and enter promo code TIM at checkout today for special savings and see how the fine folks there can make life easier for you and your business.

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…

SELECTED LINKS FROM THE EPISODE
  • Connect with Tobi:

Website | Twitter | LinkedIn

  • Connect with Shopify:

Shopify | Twitter | Instagram | Facebook | YouTube

SHOW NOTES
  • How far back does Tobi’s obsession for optimization go? [05:58]
  • How big is Shopify today? [08:14]
  • How did Tobi and I first meet? [09:13]
  • From my perspective, Shopify is a living example of what happens when the good guys win. [11:45]
  • Did Tobi’s early authority problems lay the groundwork for his current success? [12:31]
  • Something Tobi and Seth Godin agree on: the..
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Credits: Hoonigan Racing Division

“In life — from the simplest thing to the biggest thing — I want to be proud of what it is and stake my claim: ‘That’s mine and that’s how I do it.'” — Ken Block

Ken Block (@kblock43 on IG and TW) is a co-founder of DC Shoes and a professional rally driver with the Hoonigan Racing Division.

His rally career began in 2005, and he won Rookie of the Year that season in the Rally America Championship. Ken has accumulated five X Games medals and achieved global fame through his wildly successful viral series of Gymkhana videos. Gymkhana videos (including all associated edits) have racked up more than 500 million views, landing the franchise in Ad Age’s top-10 viral video charts.

In January 2010, Block formed the Monster World Rally Team (later renamed to Hoonigan Racing Division) and signed with Ford to pursue his dreams of racing in the World Rally Championship and in doing so, became one of only four Americans to ever score points in the WRC.

His latest project is The Gymkhana Files, which takes viewers behind the scenes of GYMKHANA TEN: The Ultimate Tire Slaying Tour, a video that, as of this writing, just went up and already has nearly 20M views. It’s all complete insanity.

Please enjoy this interview with Ken Block!

Listen to the episode on Apple Podcasts, Spotify, Stitcher, Overcast, or on your favorite podcast platform. 

#358: Ken Block — The Story of DC Shoes, Rally Car Racing, and 500+ Million Views (#358)
https://rss.art19.com/episodes/145e3c3b-ed5c-424b-8f7d-577184f1444f.mp3Download

Want to hear an interview with another entrepreneur who loves to race? — Listen to this interview with David “DHH” Heinemeier Hansson in which 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.):

#195: David Heinemeier Hansson: The Power of Being Outspoken
https://rss.art19.com/episodes/b4d4ea29-a5a0-4d96-bbcc-39f06fe506f3.mp3Download

This episode is brought to you by LinkedIn Marketing Solutions, the go-to tool for B2B marketers and advertisers who want to drive brand awareness, generate leads, or build long-term relationships that result in real business impact.

With a community of more than 575 million professionals, LinkedIn is gigantic, but it can be hyper-specific. You have access to a diverse group of people all searching for things they need to grow professionally, and four out of five users are decision-makers at their companies — so you can build relationships that really matter and drive your business objectives forward. LinkedIn has the marketing tools to help you target your customers with precision, right down to job title, company name, industry, etc. Why spray and pray with your marketing dollars when you can be surgical? To redeem your free $100 LinkedIn ad credit and launch your first campaign, go to LinkedIn.com/TFS!

This podcast is also brought to you by Athletic Greens. I get asked all the time, “If you could only use one supplement, what would it be?” My answer is, inevitably, Athletic Greens. It is my all-in-one nutritional insurance. I recommended it in The 4-Hour Body and did not get paid to do so. As a listener of The Tim Ferriss Show, you’ll get a free 20-count travel pack (valued at $79) with your first order at AthleticGreens.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…

SELECTED LINKS FROM THE EPISODE
  • Connect with Ken Block:

Hoonigan Racing | Twitter | Instagram | Facebook | YouTube

SHOW NOTES
  • What’s the practical side to being headquartered in a workspace made of shipping containers? [06:04]
  • What the heck is a hoonigan? [08:06]
  • Though he’s known as an adept marketer, 600 million views for the Gymkhana video series is beyond even Ken’s expectations. [09:51]
  • Ken shares his journey from skateboarder to dirt bike racer to rally car racer. [10:50]
  • What was Ken’s first exposure to Team O’Neil Rally School, and how did he tackle driving as a latecomer in competition with people who had been driving their whole lives? [12:49]
  • What behaviors, beliefs, and practices did Ken observe that differentiated rally driving’s top performers from the rest of the herd, and what tricks and tips did Ken employ to catch up and win 2005 Rally America Rookie Of The Year? [17:35]
  • What exercises help Ken physically and mentally prepare himself before driving? [21:52]
  • Though initially a reluctant businessman, how did Ken’s entrepreneurial life begin? [24:31]
  • Ken’s transition from a behind-the-scenes guy to a brand ambassador — and the lessons he learned from the missteps of others. [31:50]
  • Business mistakes and failures that informed later success, and what Ken understands about the value of targeted marketing that many miss. [37:01]
  • What does the “DC” in DC Shoes stand for, and why does its logo look different on shoes and snowboards? [42:11]
  • For Ken, trademark enforcement does not spark joy. [43:26]
  • What book does Ken credit with helping him understand basic management and people skills when he started his first business? [44:21]
  • In the highly competitive and cutthroat apparel business, a miss is far more likely than a hit. How did Ken and his partner differentiate DC Shoes in order to stand out from the competition? [47:42]
  • How did Ken and his partner hire the right people for the job in the early days? [54:22]
  • Before DC was bought by Quiksilver, was the business self-funded or financed externally? [57:01]
  • What’s the story behind Gymkhana, the “viral video series that changed automotive filmmaking forever” — and which one is Ken’s favorite so far? [57:55]
  • How does someone go about getting permission to use the heavily trafficked San Francisco-Oakland Bay Bridge — or other landmark location — for their video? [1:06:30]
  • What does the budget look like for creating one of these videos? [1:11:42]
  • Ken’s advice to people hoping to create attention-getting videos on a smaller budget. [1:14:20]
  • How Ken and his crew brought storytelling back to extreme sports marketing in the ’90s. [1:17:27]
  • How is sponsorship value fairly determined and negotiated when dealing with athletes and celebrities? Here’s where we begin to understand why agents are so well-compensated. [1:20:37]
  • As a 51-year-old who hates the gym, how does Ken stay fit? What does his weekly training regimen look like? [1:30:59]
  • With a fairly extensive history of injuries from leading such an active life, what kind of exercise does Ken now avoid? [1:33:37]
  • Ken talks us through a tough time at DC, dealing with its accompanying self-doubt, and the adjustments he made to cope. [1:37:07]
  • What’s Ken’s favorite drink? [1:41:15]
  • What’s Ken’s default breakfast? [1:42:18]
  • Daily wind-down and pre-bed rituals. [1:43:25]
  • What would Ken’s billboard say? [1:45:23]
  • Parting thoughts. [1:47:30]
PEOPLE MENTIONED
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Photo by Pasi Salminen

“So often, when you see someone who’s really good at almost anything, it’s because they actually started out exactly the opposite — and then they cared so much about fixing that problem.” — Susan Cain

Susan Cain (@susancain) is the author of the bestsellers Quiet Power: The Secret Strengths of Introverts and Quiet: The Power of Introverts in A World That Can’t Stop Talking, the latter of which has been translated into more than 40 languages. Quiet is in its seventh year on The New York Times Best Sellers list, and it was named the number one best book of the year by Fast Company magazine, which also named Susan one of its Most Creative People in Business.

She is the Chief Revolutionary of Quiet Revolution, and her writing has appeared in the The New York Times, The Atlantic, The Wall Street Journal, and many other publications. Her record-smashing TED talk has been viewed more than 20 million times and was named by Bill Gates as one of his all-time favorite talks.

Please enjoy!

Listen to the episode on Apple Podcasts, Spotify, Stitcher, Overcast, or on your favorite podcast platform. 

#357: Susan Cain — How to Overcome Fear and Embrace Creativity
https://rss.art19.com/episodes/627d570d-a0c4-4ac8-9f04-f062512162be.mp3Download

Want to hear more about loving-kindness and mindfulness meditation? — Listen to this episode with world-renowned meditation teacher Sharon Salzberg! (Stream below or right-click here to download):

#277: Sharon Salzberg, World-Renowned Meditation Teacher
https://rss.art19.com/episodes/505397f9-8b1b-4747-b509-06cb97ab28f5.mp3Download

This episode is brought to you by LinkedIn and its job recruitment platform, which offers a smarter system for the hiring process. If you’ve ever hired anyone (or attempted to), you know finding the right people can be difficult. If you don’t have a direct referral from someone you trust, you’re left to use job boards that don’t offer any real-world networking approach.

LinkedIn, as the world’s largest professional network and also used by more than 70 percent of the US workforce, has a built-in ecosystem that allows you to not only search for employees, but also interact with them, their connections, and their former employers and colleagues in a way that closely mimics real-life communication. Visit LinkedIn.com/Tim and get $50 off toward your first job post!

This podcast is also brought to you by Peloton, which has become a staple of my daily routine. I picked up this bike after seeing the success of my friend Kevin Rose, and I’ve been enjoying it more than I ever imagined. Peloton is an indoor cycling bike that brings live studio classes right to your home. No worrying about fitting classes into your busy schedule or making it to a studio with a crazy commute.

New classes are added every day, and this includes options led by elite NYC instructors in your own living room. You can even live stream studio classes taught by the world’s best instructors, or find your favorite class on demand.

Peloton is offering listeners to this show a special offer. Visit onepeloton.com and enter the code TIM at checkout to receive $100 off accessories with your Peloton bike purchase. This is a great way to get in your workouts, or an incredible gift. Again, that’s onepeloton.com and enter the code 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…

SELECTED LINKS FROM THE EPISODE
  • Connect with Susan Cain:

Quiet Revolution | Twitter | Facebook | LinkedIn

SHOW NOTES
  • What initiated Susan’s lifelong fear of public speaking? [06:51]
  • How did the opportunity for Susan to give her now-legendary TED Talk come about, and how was it received at first? [10:12]
  • How do introverts handle group dinners? We all have our strategies. [11:23]
  • Susan asks if the sixth grade me who shied away from recess to read books about fish could foresee the public life I’d lead. For that matter: what happened to me in sixth grade? [13:54]
  • How did Susan begin to overcome her fear of public speaking? [15:38]
  • Even seasoned public speaking veterans don’t go into a TED Talk without a kaleidoscope of nervous butterflies fluttering in their stomachs. [18:34]
  • If professional speakers have a hard time giving a TED Talk, how did Susan ease her way up to being able to give hers — and now travel the world as a public speaker? [20:21]
  • What a lot of great teachers and coaches have in common that gets results. [21:39]
  • What pre-game rituals help Susan prepare for speaking engagements these days? [23:55]
  • Learning how to speak in public magnifies your ability to do almost everything else — just ask Warren Buffett. [25:49]
  • How Toastmasters and a trio of chihuahuas helped me overcome my own reservations about public speaking in preparation for my first presentation at South by Southwest. [26:36]
  • How I prepared for my own TED Talk. [29:43]
  • Crucial pre-TED help Susan got from Adam Grant — who began as a self-described “terrible public speaker” to become the most popular professor at Wharton. [31:25]
  • The importance of rehearsing in front of a live audience before — preferably well before — a big speaking engagement. [33:08]
  • How nervous do I get before speaking in public these days? Are my nerves more manageable now compared to when I began? [34:02]
  • One extra level of pressure you’ll face if you’re preparing for a TED Talk: don’t go over your allotted time…or else. [37:09]
  • As mentioned before, public speaking is a force multiplier for your other skills, and it allows people to see you as an authority. For better or worse, it’s also therapy. [38:29]
  • As someone who considers herself a worrier, what hacks does Susan have for relieving the pressure of her worries? [41:22]
  • Why did Susan decide to leave her career as a Wall Street lawyer to become a writer? [42:59]
  • Necessity isn’t always the mother of invention when it comes to making a living in a creative field. [46:06]
  • From start to finish, how long did it take for Susan to write her first book, and why was her editor’s advice to start from scratch after reading her “terrible” first submission such a relief? [48:57]
  • Now that she’s got two books under her belt, what does Susan’s writing process look like today? [51:20]
  • How does Susan take and organize her notes? [52:13]
  • When it comes to using Scrivener over Microsoft Word, Susan would prefer not to. But here’s why I like it and have used it for writing most of my books. [56:03]
  • After a year or so of taking notes, the real writing begins. While stopping short of calling this part of the process her happy place, Susan enjoys it on several levels. [57:38]
  • As a busy mother, what time of day does Susan tend to write? Without family obligations, when would she prefer to write? [59:03]
  • What does Susan’s schedule look like once she sits down to write? Does she take breaks? If so, how often? [1:00:03]
  • Writing late at night versus early in the morning, and the things many writers will do to (ourselves included) to put off writing. [1:02:09]
  • Books and resources that have had an impact on our writing. [1:04:24]
  • Serendipitous meetings that made each of our first books possible. [1:08:38]
  • Introversion versus shyness. [1:13:59]
  • Books Susan has gifted most. [1:18:16]
  • An aside about the first time I met Sam Harris. [1:19:29]
  • Susan and I share our experiences with loving-kindness (or metta) meditation and lament its avoidance by many who misunderstand the label. [1:22:10]
  • What loving-kindness..
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“You spend the first 20 years of being rich accumulating all of this stuff. And then you’ll spend the next 20 years trying to get out of one thing after another to simplify your life.” — Peter Mallouk

Peter Mallouk (@PeterMallouk) is the President of Creative Planning, one of the largest independent wealth management firms in America.

Creative Planning provides wealth management services to clients, manages over $36 billion for clients in all 50 states and abroad, and has been featured as the number one independent wealth management firm in America by Barron’s (2017).

Peter is featured in Worth magazine’s Power 100, featuring the most powerful men and women in global finance, the only financial planner on the list (2017 and 2018). Creative Planning was featured in Forbes in 2016 as the number one RIA for growth over the last 10 years.

Peter is the co-author (with Tony Robbins) of Unshakeable: Your Financial Freedom Playbook.

Please enjoy!

Listen to the episode on Apple Podcasts, Spotify, Stitcher, Overcast, or on your favorite podcast platform. 

#356: Peter Mallouk — Exploring the Worlds of Investing, Assets, and Quality of Life
https://rss.art19.com/episodes/5a534877-430d-43dd-88ae-b701cc068127.mp3Download

Would you like to hear my interview with investor Howard Marks?Listen here to learn more about understanding market cycles for making better decisions, the three stages of a bull market, and how Howard cultivates clearer thinking. (Stream below or right-click here to download.):

#338: Howard Marks — How to Invest with Clear Thinking
https://rss.art19.com/episodes/5016cc2c-3e67-449f-8b53-f06d488e5baf.mp3Download

This podcast is brought to you by 99designs, the global creative platform that makes it easy for designers and clients to work together create designs they love. Its creative process has become the go-to solution for businesses, agencies, and individuals, and I have used it for years to help with display advertising and illustrations and to rapid prototype the cover for The Tao of Seneca. Whether your business needs a logo, website design, business card, or anything you can imagine, check out 99designs.

You can work with multiple designers at once to get a bunch of different ideas, or hire the perfect designer for your project based based on their style and industry specialization. It’s simple to review concepts and leave feedback so you’ll end up with a design that you’re happy with. Click this link and get a free $99 upgrade.

This episode is also brought to you by LegalZoom. I’ve used this service for many of my businesses, as have quite a few of the icons on this podcast, such as Automattic CEO Matt Mullenweg of WordPress fame.

LegalZoom is a reliable resource that more than a million people have already trusted for everything from setting up wills, proper trademark searches, forming LLCs, setting up non-profits, or finding simple cease-and-desist letter templates.

LegalZoom is not a law firm, but it does have a network of independent attorneys available in most states who can give you advice on the best way to get started, provide contract reviews, and otherwise help you run your business with complete transparency and up-front pricing. Check out LegalZoom.com and enter promo code TIM at checkout today for special savings and see how the fine folks there can make life easier for you and your business.

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…

SELECTED LINKS FROM THE EPISODE
  • Connect with Peter Mallouk:

Website | Twitter | Facebook | LinkedIn

  • Connect with Creative Planning:

Website | Twitter | Facebook | LinkedIn

SHOW NOTES
  • What are Peter’s thoughts on investing in gold? [06:33]
  • How does he feel about Bitcoin and cryptocurrency in general? [11:42]
  • An overview of how the stock market works for long-term and short-term investors, and why Peter is good at what he does. [14:59]
  • Money managers versus wealth managers and the debate between active and passive management. [23:15]
  • Peter shares his insights into alternative asset classes. [28:51]
  • What is Peter’s perspective on real estate investment, and why do a lot of people see it as a “safer” option than other investments? [34:46]
  • How does Peter feel about investing in art and collectibles? [40:10]
  • When illiquidity is a feature rather than a bug that protects against behavioral mistakes. [42:31]
  • How do you know when the market is worth waiting out, or if the end really is nigh? Perhaps the real question to ask: is your money worrying you more than it’s worth? [48:19]
  • Something even Peter hasn’t seen in 20 years of investing with over 30,000 clients. [58:09]
  • When is the risk of being out of the market greater than the risk of being in? [59:59]
  • The protective benefits of diversification. [1:02:13]
  • Why Peter advises aspiring investors not to expect more from the market than what their day job is giving them. [1:04:07]
  • What does underdiversifying look like, and is it possible to overdiversify? [1:05:41]
  • “Markets can remain irrational a lot longer than you and I can remain solvent.” [1:08:43]
  • How an investor’s style might differ depending on whether they’re using their personal or professional finances, and how much time they or their client can reasonably expect to be alive. [1:11:28]
  • Required and recommended reading for active and aspiring investors. [1:13:58]
  • What Peter considers his most worthwhile investment of time, money, and energy — and the hard but valuable lesson it taught him about supply and demand. [1:16:21]
  • What Peter sees as the biggest — and most common — mistake wealthy people make, and what he does to help them course correct. [1:20:02]
  • Books Peter has most gifted. [1:27:05]
  • Caution: In the United States, financial advisors aren’t always required by law to have your best interests at heart. Peter explains how you can know for sure. [1:29:20]
  • How do Peter and Creative Planning make money? [1:33:40]
  • What advice would Peter, now 48, give to his 30-year-old self? [1:34:43]
  • How does Peter help clients discover what to hone in on? [1:36:05]
  • What would Peter’s billboard say? [1:38:39]
  • The deceptively problematic characteristic of “busyness.” [1:40:09]
  • Closing thoughts. [1:41:29]
PEOPLE MENTIONED
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Photo by Matteo Pezzi

What do roughly 1.5 million subscribers to my newsletter care about most? Or put another way, if they voted with clicks, what most caught their attention in 2018?

The 25 items below are good candidates.

They are the most-clicked links from my weekly “5-Bullet Friday” newsletter from January to December 2018. The most popular item received 75,000+ clicks and the 25th most popular still had more than 42,000 clicks.

5-Bullet Friday is a short email of five bullet points, sent out each Friday, and it has become somewhat famous for crashing websites (AKA “the hug of death,” as one reader put it). Each newsletter describes the five coolest things I’ve found or explored that week, often including books, gadgets, experimental supplements, tricks from experts, and weird stuff from all over the world.  

Enjoy!

[And if the spirit moves you, you can subscribe to 5-Bullet Friday here to see why it has one of the highest open rates in the newsletter world.]

Here is the top-25 list, from most to least clicked:

#1:
Most popular post on Instagram —
“I just bought a 40×30 print of this…”
[75,637 clicks, published in January 26, 2018 newsletter]

#2:
What I’m reading —
On Needing to Find Something to Worry About.” I expected a fluff piece based on the headline. Instead, I got an incredible (and incredibly short) essay that I saved to Evernote and now read several times per month. It won’t apply to everyone, but for some of you, like me, it will have a pronounced “Oh… fuck” realization that could change things. Once you read it, I bet you’ll be able to guess which specific line carried the most weight for me.
[67,704 clicks, published in November 23, 2018 newsletter]

#3:
Article I’m rereading —
Taming the Mammoth: Why You Should Stop Caring What Other People Think. This remains one of the most empowering articles I’ve read in recent years. It’s hilarious and amazing. For double trouble, pair it with my interview with the author, Tim Urban.
[62,618 clicks, published in September 28, 2018 newsletter]

#4:
Tote bag I decided to purchase, and I never buy tote bags —
School of Life bag, which reads “No one…” 
[61,941 clicks, published in October 26, 2018 newsletter]

#5:
Resource I’m excited to explore —
How to Configure Your iPhone to Work for You, Not Against You by Tony Stubblebine (@tonystubblebine). My team has already found this article extremely helpful.
[59,474 clicks, published in December 7, 2018 newsletter]

#6:
Device that’s saving my back and neck —
The Body Back Buddy, recommended by Dustin Moskovitz (@moskov), co-founder of Facebook, in Tribe of Mentors. I woke up one day this week barely able to turn my head to the right, causes unknown. 10 minutes with this gadget did the trick and released everything. Here’s what Dustin had to say in the book, in response to the “best purchase for <$100?” question: “The Back Buddy by the Body Back Company is my favorite purchase from the past five years, bar none. Most basically, it allows you to administer self-massage anywhere on your back with the full leverage of two hands, but I’ve also really gotten to know and appreciate all the little knobs and other features over the years. I’ve even learned how to manipulate parts of my skeletal structure (i.e., self-chiropracty) and incorporate it into my yoga practice.”
[57,125 clicks, published in June 29, 2018 newsletter]

#7:
Backpack I’m loving —
Peak Design Everyday Backpack 20L. This was given to me as a gift, and, truth be told, I let it sit for months. This is because I stupidly tossed the literature aside and tried to use it like a normal backpack, which it isn’t. One day, when I sat down and actually read the instructions (yes, read them), I was blown away and embarrassed that I’d waited so long. Most of the features are non-obvious and incredibly helpful. Note: I load everything from the sides and only use the top latch (as cool as it may be) for stuffing in a sweatshirt or workout clothing. This was the key decision after reading everything.
[56,971 clicks, published in November 23, 2018 newsletter]

#8:
Most popular post on Instagram —
My standard low-on-time breakfast for early morning flights. Don’t let travel be an excuse to eat garbage…
[56,765 clicks, published in March 30, 2018 newsletter]

#9:
Purchase I’m enjoying —
Sundale indoor/outdoor floor chair. I use this for morning meditation, and its ultra-lightweight design makes it a breeze to move and store. I face it out a bay window towards grass and trees, as I’ve started meditating with open eyes occasionally per instructions from Sam Harris.
[56,229 clicks, published in August 17, 2018 newsletter]

#10:
Sleep aid that I’m greatly enjoying —
Gunnar Optiks VER-06701 Vertex Computer glasses, smoke/amber. These glasses were recommended to me by one of my favorite doctors and thinkers, Peter Attia, MD, after I noticed him wearing them at a group dinner. Among other things, these glasses block blue light from screens and elsewhere, and I (like Peter) have found them to substantially speed up falling asleep and reduce tossing and turning. What makes this new? Unlike most options, these glasses don’t make you look like a complete idiot, and you’re more likely to get compliments instead of laughs.
[56,211 clicks, published in February 9, 2018 newsletter]

#11:
Most popular post on Instagram in the last few weeks, which I also use as a reminder for myself —
“My favorite coffee mug I’ve found in a while. Also my first non-beverage purchase from Starbucks.” [54,513 clicks, published in February 9, 2018 newsletter]

#12:
What I’m watching —
Dealt documentary (Amazon, other options) directed by Luke Korem. This absolutely blew my mind, and I don’t want to spoil it with description. Trust me and watch the short trailer here. Truly amazing. I can’t remember the last time I finished a documentary, only to want to immediately watch it again. I also can’t remember a doc that made me as emotional as this did, pushing me from laughter to tears. It’s a masterful visual biography.
[53,993 clicks, published in April 20, 2018 newsletter]

#13:
What I’m reading (and going to listen to) —
The 50 Best Podcast Episodes of 2018. This is a spectacular list of great podcast episodes. The topics are varied, often unexpected, and hit the nail on the head for me in a bunch of cases. I’ll be listening to many podcasts I never would have found on my own.
[52,553 clicks, published in December 28, 2018 newsletter]

#14:
Most popular on social this week —
I’ve been telling my mom to spend more time barefoot on the grass… so she got me these.”
[51,079 clicks, published in August 3, 2018 newsletter]

#15:
Most popular post on Instagram —
25 Principles of Adult Behavior.
[47,627 clicks, published in February 16, 2018 newsletter]

#16:
The coolest upside-down truth I’ve found, which I’m putting here to revisit often —
Here it is
[46,842 clicks, published in February 2, 2018 newsletter]

#17:
Most popular post on Instagram —
Sometimes the graffiti says it all
[45,964 clicks, published in March 23, 2018 newsletter]

#18:
New person I’m following on social —
National Geographic photographer Frans Lanting on Instagram. Here is the pic and description that caught my attention.
[45,646 clicks, published in March 23, 2018 newsletter]

#19:
Most popular post on Instagram —
This is me for most of this week…
[45,349 clicks, published in March 2, 2018 newsletter]

#20:
App I’m using daily —
The new Sam Harris Waking Up meditation app. I absolutely love this app and have recommended it to nearly all of my closest friends. I was a beta tester for months and provided feedback, but I have no stake in it whatsoever. What makes it different? This app offers a guided meditation progression that builds multiple skills as you move from one class to the next. It’s a logical sequence, instead of a collection of ad-hoc readings. Sam has succeeded at producing a world-class program for mind training, IMHO.
[43,592 clicks, published in October 5, 2018 newsletter]

#21:
Genius video I’m once again sending to friends (I never get tired of this one) —
Apple Engineer Talks About New Macbook Pro.
[43,578 clicks, published in September 7, 2018 newsletter]

#22:
Gadget I’m experimenting with —
DCT ProFlex for strengthening, prehabbing, and rehabbing my lower legs and ankles, especially the right ankle, in which I recently tore two ligaments (disgusting pics here). I learned about this device from the amazing Ryan Flaherty, nicknamed the “savant of speed.”
[42,534 clicks, published in March 23, 2018 newsletter]

#23:
P.S. — If you’re looking for an OUTSTANDING book to read,
here is one to order. I got an advanced copy, and my quote on Twitter says it all: “Not to sound like a mullet-wearing Long Island boy (which I’ve been), but Michael Pollan’s new book is going to make a HUGE fucking impact. Mark my words: tide shift.”
[42,506 clicks, published in February 23, 2018 newsletter]

#24:
Article I’m reading —
How to win the Tour de France, in one image” (Fast Company). I was led to this piece by Dr. Peter Attia (@PeterAttiaMD), and here’s a short preview: “Practically speaking, the energy savings is the equivalent of pedaling 9.3 miles per hour while actually flying down the road at 33.5 miles per hour.”
[42,431 clicks, published in July 27, 2018 newsletter]

#25:
What I’m reading —
The Risk of Discovery” essay by Paul Graham (@paulg), which is only a few paragraphs long. It’s worth rereading a few times.
[42,068 clicks, published in June 1, 2018 newsletter]

###

Want to see more? Take 10 seconds and sign up for 5-Bullet Friday here. Each Friday, you’ll get a short email of five bullets, sending you off to your weekend with fun and useful things to ponder and try. If you dislike it, it’s easy to unsub. Easy peasy, lemon squeezy.

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“If you don’t prioritize your life, someone else will.” — Greg McKeown

Greg McKeown (@GregoryMcKeown) is the author of the New York Times bestseller, Essentialism: The Disciplined Pursuit of Less and the founder of McKeown, Inc, a company with a mission to teach Essentialism to millions of people around the world. Their clients include Adobe, Apple, Airbnb, Cisco, Google, Facebook, Pixar, Salesforce.com, Symantec, Twitter, VMware and Yahoo!, among others. Greg is an accomplished public speaker and has spoken to hundreds of audiences around the world, and in 2012, he was named a Young Global Leader by the World Economic Forum.

Please enjoy!

Listen to the episode on Apple Podcasts, Spotify, Stitcher, Overcast, or on your favorite podcast platform. 

Want to hear two chapters from Essentialism read by Greg himself?Listen here to learn more about saying “no” gracefully and cutting losses in the aftermath of a premature “yes.” (Stream below or right-click here to download):

This podcast is brought to you by Peloton, which has become a staple of my daily routine. I picked up this bike after seeing the success of my friend Kevin Rose, and I’ve been enjoying it more than I ever imagined. Peloton is an indoor cycling bike that brings live studio classes right to your home. No worrying about fitting classes into your busy schedule or making it to a studio with a crazy commute.

New classes are added every day, and this includes options led by elite NYC instructors in your own living room. You can even live stream studio classes taught by the world’s best instructors, or find your favorite class on demand.

Peloton is offering listeners to this show a special offer. Visit onepeloton.com and enter the code TIM at checkout to receive $100 off accessories with your Peloton bike purchase. This is a great way to get in your workouts, or an incredible gift. Again, that’s onepeloton.com and enter the code TIM.

This podcast is also brought to you by WordPress, my go-to platform for 24/7-supported, zero downtime blogging, writing online, creating websites — everything! I love it to bits, and the lead developer, Matt Mullenweg, has appeared on this podcast many times.

Whether for personal use or business, you’re in good company with WordPress, which is used by The New Yorker, Jay Z, Beyonce, FiveThirtyEight, TechCrunch, TED, CNN, and Time, just to name a few. A source at Google told me that WordPress offers “the best out-of-the-box SEO imaginable,” which is probably why it runs nearly 30% of the Internet. Go to WordPress.com/Tim to get 15% off your website today!

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…

SELECTED LINKS FROM THE EPISODE
  • Connect with Greg McKeown:

Website | Twitter

SHOW NOTES
  • The fool’s bargain Greg McKeown made that led to the genesis of Essentialism. [07:38]
  • Not a business phenomenon, but a human phenomenon. [09:51]
  • Using the Endowment Effect to question and reframe priorities that may no longer serve us (and not wind up with stormtrooper outfits in our closets). [12:52]
  • Greg walks me through an exercise from the Designing Life, Essentially course he co-created at Stanford, which prompts me to talk about potential directions I’ve been mulling over for future projects. [22:30]
  • “Don’t write a rubbish book” is an appropriate mantra to address a fear Greg and I share. But what might be a more productive mantra? [36:26]
  • If I can talk myself into writing the next book I want to write, what’s ideally the first phase of the process, what’s my biggest hurdle to overcome, and how can I apply Essentialism to move the project forward? [42:58]
  • Moving on to phase two and finding the one decision that removes a thousand decisions: what non-essentials am I willing to give up in the process of writing my next book? Which ones are currently overtaxing my resources? [49:00]
  • Making allowances for the Planning Fallacy — the constant underestimation of time and other costs of getting things done (even when we should know better). [54:43]
  • Why taking ownership of someone else’s problems probably does neither party any favors in the long run. [57:56]
  • Separating decisions from relationships to avoid committing to the unsustainable — while minimizing potential damage to these relationships. [1:01:27]
  • When his assistant took a month off and Greg overcommitted himself, he devised these three rules to avoid taking on “floor angel” projects. [1:09:29]
  • When processing a “yes” or “no” to a request, don’t forget about your third option: negotiation. [1:15:30]
  • How I’ll know when the essentialist system devised to streamline my next project is working. [1:16:26]
  • What well-reasoned, polite declines look like — with examples from Peter Drucker and Warren Buffett. [1:17:32]
  • A challenge for Type A personalities: say no to an opportunity so you can take a nap. [1:26:29]
  • The strategic insights and benefits discovered by taking personal quarterly offsites. [1:28:02]
  • Where should a personal quarterly offsite take place, and how much time should it take? [1:33:28]
  • What we learn about ourselves by taking pause to consider the legacies — both good and bad — of generations past and future. [1:34:40]
  • What makes a good design partner? What makes a bad design partner? [1:41:01]
  • Gaining perspective with a design partner using a Quaker technique. [1:47:02]
  • Literature that helps Greg find his center. [1:48:27]
  • The role of prayer in Greg’s life — and how he can tell if it’s working as intended. [1:50:57]
  • Why is it that we so often feel we do not have — or forget that we have — choices? What’s actually happening when we decide not to make a choice? [1:56:05]
  • What would Greg’s billboard say? [2:04:54]
  • Parting thoughts. [2:07:42]
PEOPLE MENTIONED
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Im often asked about how I approach New Year’s resolutions. The truth is that I no longer approach them at all, even though I did for decades. Why the change? I have found “past year reviews” (PYR) more informed, valuable, and actionable than half-blindly looking forward with broad resolutions. I did my first PYR after a mentor’s young daughter died of cancer on December 31st, roughly eight years ago, and I’ve done it every year since. It takes 30-60 minutes and looks like this:

  1. Grab a notepad and create two columns: POSITIVE and NEGATIVE.
  2. Go through your calendar from the last year, looking at every week.
  3. For each week, jot down on the pad any people or activities or commitments that triggered peak positive or negative emotions for that month. Put them in their respective columns.
  4. Once you’ve gone through the past year, look at your notepad list and ask, “What 20% of each column produced the most reliable or powerful peaks?”
  5. Based on the answers, take your “positive” leaders and schedule more of them in the new year. Get them on the calendar now! Book things with friends and prepay for activities/events/commitments that you know work. It’s not real until it’s in the calendar. That’s step one. Step two is to take your “negative” leaders, put “NOT-TO-DO LIST” at the top, and put them somewhere you can see them each morning for the first few weeks of 2019. These are the people and things you *know* make you miserable, so don’t put them on your calendar out of obligation, guilt, FOMO, or other nonsense.

That’s it! If you try it, let me know how it goes.

And just remember: it’s not enough to remove the negative. That simply creates a void. Get the positive things on the calendar ASAP, lest they get crowded out by the bullshit and noise that will otherwise fill your days. Good luck and godspeed!

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“I think the role of the entrepreneur in the world is to find ways to do things better or more efficiently and then try to do that as many times over with the help of other people.” — Santiago Nestares

Benedict Dohmen and Santiago Nestares of Benitago Group, both 21, met as computer science students at Dartmouth College. Both worked very long hours in the library and suffered from back pain. They began collaborating on a prototype for a product that ended up being called the Supportiback, gathering feedback from members of the Dartmouth community, including a local hospital president and professors and students studying engineering and medicine.

They launched the product on Amazon in the UK, and when it seemed their first small order was in danger of selling out quickly, they arranged financing from their supplier and were off and running. Since then, they’ve entered the US market on Amazon, and are on track for nine-figure revenue in 2019. They have introduced 120 consumer products, and are trying to become an alternative to big consumer products companies through a strategy of applying their successful scale-up strategies to brands they acquire.

Also joining us in this special episode is Elaine Pofeldt (@elainepofeldt), an independent journalist and speaker who specializes in careers and entrepreneurship. She is the author of The Million-Dollar, One-Person Business: Make Great Money. Work the Way You Like. Have the Life You Want, in which she looks at how entrepreneurs are scaling to $1 million in revenue prior to hiring employees.

Please enjoy!

Listen to the episode on Apple Podcasts, Spotify, Stitcher, Overcast, or on your favorite podcast platform. 

#354: Real 4-Hour Workweek Case Studies — How to Generate 8-Figure Revenue at Age 21 (Or Any Age)
https://rss.art19.com/episodes/6061dce3-08dc-4db8-bfd8-24e2013ad875.mp3Download

Want to hear another case study episode? — Listen to my conversation with SpyGuy’s Allen Walton and learn how he made the switch from overworked and under-appreciated employee to seven-figure entrepreneur. (Stream below or right-click here to download):

#351: Real 4-Hour Workweek Case Studies — Allen Walton and SpyGuy, The Path to Seven Figures
https://rss.art19.com/episodes/b35ef9cb-1f4e-478e-9c54-4497ab93ee5e.mp3Download

This podcast is brought to you by Peloton, which has become a staple of my daily routine. I picked up this bike after seeing the success of my friend Kevin Rose, and I’ve been enjoying it more than I ever imagined. Peloton is an indoor cycling bike that brings live studio classes right to your home. No worrying about fitting classes into your busy schedule or making it to a studio with a crazy commute.

New classes are added every day, and this includes options led by elite NYC instructors in your own living room. You can even live stream studio classes taught by the world’s best instructors, or find your favorite class on demand.

Peloton is offering listeners to this show a special offer. Visit onepeloton.com and enter the code TIM at checkout to receive $100 off accessories with your Peloton bike purchase. This is a great way to get in your workouts, or an incredible gift. Again, that’s onepeloton.com and enter the code TIM.

This episode is also brought to you by Charlotte’s Web, which makes a CBD oil, a hemp extract, that has become one of my go-to tools. Charlotte’s Web won’t get you high, but it does have some pretty powerful benefits, and it works with your body’s existing endocannabinoid system. Some of the most common uses are for relief from everyday stressors, help in supporting restful sleep, and to bring about a sense of calm and focus.

Visit cwhemp.com/tim to take a quick quiz, which will determine the best product for your lifestyle. Charlotte’s Web is also offering listeners of this podcast 10% off with discount code 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…

SELECTED LINKS FROM THE EPISODE
  • Connect with Benedict Dohmen and Santiago Nestares:

Benitago Group | Benedict at LinkedIn | Santiago at LinkedIn

  • Connect with Elaine Pofeldt:

Website | Twitter

SHOW NOTES
  • How did Benedict Dohmen and Santiago Nestares become a team? [09:24]
  • At what point did Ben and Santi go from complaining about the common problem they were experiencing to creating a business centered around relieving it? [11:20]
  • Getting started in the world of manufacturing with a budget of (just under) $2,000. [14:10]
  • Entrepreneurship and copywriting preparations Ben and Santi made during the 30 days they waited for their first shipment to arrive. [16:09]
  • How did Ben and Santi divide their skills and labor to optimize the time spent on getting the business off the ground? [20:27]
  • Ben and Santi describe what happened when the product finally arrived — and they sold a quarter of their inventory on day one. [23:33]
  • How did Ben and Santi adapt to the situation once it became clear they were going to sell out of the product on hand? What did they do right — and wrong? [25:05]
  • Using the MVP (Minimum Viable Product) method to turn otherwise disheartening and often business-killing failure into feedback. [27:38]
  • Third-party tools Ben and Santi have used to gauge metrics, track sales, and split test while selling on Amazon. [30:59]
  • Why did Ben and Santi choose Amazon as their first entrepreneurial platform? [34:13]
  • Aside from MVP, how else do Ben and Santi generate actionable feedback from an online audience resistant to interaction?..
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Credit: O Hello Media, Eric Ananmalay

“If people around you don’t think what you’re doing is a bit strange, maybe it’s not strange enough.” — Patrick Collison

Patrick Collison (@patrickc) is chief executive officer and co-founder of Stripe, a technology company that builds economic infrastructure for the internet.

After experiencing firsthand how difficult it was to set up an online business, Patrick and his brother John started Stripe in 2010. Their goal was to make accepting payments on the internet simpler and more inclusive. Today, Stripe powers millions of online businesses around the world.

Prior to Stripe, Patrick co-founded Auctomatic, which was acquired by Live Current Media for $5 million in March 2008. In 2016, he was named a Presidential Ambassador for Global Entrepreneurship by President Obama. Originally from Limerick, Ireland, Patrick now lives in San Francisco where Stripe is headquartered.

Also, as you can tell from seeing just a selected segment of his reading list shared in the show notes below, he’s one of the most well-read people I know. Please enjoy!

Listen to the episode on Apple Podcasts, Spotify, Stitcher, Overcast, or on your favorite podcast platform. 

Want to hear my interview with one of the founders of Duolingo? — Listen to my interview with Luis Von Ahn, the co-founder of Duolingo, in which we discuss what 2-3 books and resources he’d recommend to entrepreneurs, language learning tips, early mentors and key lessons learned, and how to recruit and vet technical talent (stream below or right-click here to download):

#135: Luis Von Ahn on Learning Languages, Building Companies, and Changing the World
https://rss.art19.com/episodes/5d9f23aa-acd7-4c1b-a960-dd258015305d.mp3Download

This podcast is brought to you by 99designs, the global creative platform that makes it easy for designers and clients to work together create designs they love. Its creative process has become the go-to solution for businesses, agencies, and individuals, and I have used it for years to help with display advertising and illustrations and to rapid prototype the cover for The Tao of Seneca. Whether your business needs a logo, website design, business card, or anything you can imagine, check out 99designs.

You can work with multiple designers at once to get a bunch of different ideas, or hire the perfect designer for your project based based on their style and industry specialization. It’s simple to review concepts and leave feedback so you’ll end up with a design that you’re happy with. Click this link and get a free $99 upgrade.

This podcast is also brought to you by Athletic Greens. I get asked all the time, “If you could only use one supplement, what would it be?” My answer is, inevitably, Athletic Greens. It is my all-in-one nutritional insurance. I recommended it in The 4-Hour Body and did not get paid to do so. As a listener of The Tim Ferriss Show, you’ll get a free 20-count travel pack (valued at $100) with your first order at AthleticGreens.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…

SELECTED LINKS FROM THE EPISODE
  • Connect with Patrick Collison:

Stripe | Website | Twitter

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