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Tim FerrissTim Ferriss

Reflecting on 20+ Years of Life and Business Experiments | Bill Gurley Interviews Tim Ferriss

Tim Ferriss is one of Fast Company’s “Most Innovative Business People” and an early-stage tech investor/advisor in Uber, Facebook, Twitter, Shopify, Duolingo, Alibaba, and 50+ other companies.

Bill GurleyhostTim Ferrissguest
Jul 20, 202356mWatch on YouTube

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Transcript

0:00 – 0:16

Intro

Bill Gurley 0:00 [upbeat music]

0:16 – 1:28

From Princeton to podcasting

Bill Gurley 0:16 Well, it's great to be here. It's als- awesome to b- have the opportunity to turn the tables on Tim and interview. I was just recently on Tim's podcast, and so I actually suggested this before that so that it would keep him honest when we were-

Tim Ferriss 0:31 [laughs]

Bill Gurley 0:31 ... going earlier. Tim, a lot of you, I assume, all know who he is. He's one of the most celebrated and decorated and successful digital creators of our time. He's sold 10 million books. I got a list here. He's got two million email subs, over 1,000 blog posts, seven million followers on social media, and his podcast is about to pass a billion downloads. And so since South By, you know, is a lot about interactive and, and how people can be successful in these types of fields, I thought it'd be great to see if we could dive deep and found out, find out how he got here and what some of his core tenets are for being successful. So you graduated from Princeton in the year 2000 with an East Asian studies major, is that correct?

Tim Ferriss 1:21 That's right, yeah. Perfect setup for podcasting.

Bill Gurley 1:23 Yeah. And in 2014 you launched your podcast.

1:28 – 8:19

How a disenchanted entrepreneur became a reluctant author

Tim Ferriss 1:28 Right.

Bill Gurley 1:28 Okay, so 14 years. Just tell us quickly what happened [laughs] in those 14 years.

Tim Ferriss 1:34 [laughs] All right.

Bill Gurley 1:36 And, and how you found your way there. I'm very curious about lessons learned and when it became intentional. Like, when did you know you were doing something versus just experiencing it?

Tim Ferriss 1:50 I'll do my best to wrap it up without making it a Dr. Evil life story. Good morning, everybody. Thanks for coming. So let's see. Graduate, moved to California, Northern California, to be part of the tech pinball machine for serendipity. I actually think that was a very important decision just geographically, choosing where to be and then what to do being really secondary. Worked in data storage, selling storage area networks. Had a desk in a fire exit, definitely not up to code. I remember it was really packed to the brim. Learned a lot about selling. I, I think everyone should have a service job, [laughs] work in a restaurant or something like that, and have to sell for a period of time. You, you learn so much about human interaction, and I learned how to reach out to CTOs and CEOs and so on, how to reach them, playing the long game, not trying to sell a seven-figure system in one phone call.

Bill Gurley 2:46 Yeah.

Tim Ferriss 2:46 All these things translated to many things later. I couldn't have seen that coming, but they did. Then I started this sports nutrition company. Long story, [laughs] a lot of people here probably know some of the bare bones aspects of it from The 4-Hour Workweek. That experience was simultaneous with a professor of mine, Ed Zhao, who taught high-tech entrepreneurship at Princeton and which had a huge impact on me, inviting me back to guest lecture twice a year, and that went from 2003 to 2013 or so. Those notes later became the outline for The 4-Hour Workweek.

Bill Gurley 3:20 How long did the startup exist?

Tim Ferriss 3:23 Startup existed until, let's see, I wanna say 2009 or so when I sold the company. Not for any huge sum of money, but I sold the company around 2009, so.

Bill Gurley 3:32 And how long was that experience? Six years?

Tim Ferriss 3:35 The experience of building it?

Bill Gurley 3:37 Yeah.

Tim Ferriss 3:38 I would say the building phase was the first three or four years. First year and a half I had no idea what I was doing. I'd say the subsequent year and a half to two years was building out distribution, and then I became very bored with the entire thing and [laughs] was looking for a graceful exit, which turns out, you know, selling a company even if it's for a very small sum of money is one way to do something new.

Bill Gurley 4:02 Did you raise money or?

Tim Ferriss 4:03 I bootstrapped the whole thing, so it was credit cards, savings, trying to play buying remnant advertising against incoming revenue, getting prepayment from distributors. You will be the exclusive distributor featured in this print ad if you pre-purchase X amount, which would then give me the money to pay for the ad in the first place that I'd negotiated 80% off of because it was last minute, things of this type. So all of those games were what drove a lot of the growth. Figured out that playbook, and then the focus really became f- trying to figure out what the hell I wanted to do when I grew up. I mean, I'm still doing that, I guess. [laughs]

Bill Gurley 4:41 [laughs] What did you learn from the startup?

Tim Ferriss 4:44 St-

Bill Gurley 4:44 Like, what were the key takeaways?

Tim Ferriss 4:45 A few key takeaways from the startup were, number one, if you wanna reach the decision-makers, just call outside of business hours. So if you're actually cold calling, I was cold calling, smiling and dialing a lot, and cold emailing, then just do it before 8:30 and call after 6:30 and very often, even in a company of 100 people, you'll get one of the top brass answering the phone [laughs] at the end, which was astonishing to me. Next I would say if you're gonna talk to technical people, and I was not technical, but if you're gonna talk to, say, VPs of engineering and CTOs, do your homework. And I end up being really, really successful as a salesperson, not because I studied sales per se, but because I actually took the time to try to understand what RAID was, what all the bits and pieces were that made up the hardware, what use cases would lead to them using Solaris versus something else, and being able to guess correctly what their setup was without them telling me anything, which opened the door to more involved conversations. Those, those would be a handful of things, and the value of storytelling ultimately for everything.

Bill Gurley 5:53 For everything.

Tim Ferriss 5:53 If you're a human.

Bill Gurley 5:54 I agree with you.

Tim Ferriss 5:55 Storytelling is key. It's the, it's the crux.

Bill Gurley 5:57 The life as a startup entrepreneur eventually wasn't working for you.

Tim Ferriss 6:04 It wasn't working because the, for me, the learning curve had kind of flattened out.

Bill Gurley 6:08 Yeah.

Tim Ferriss 6:08 And I wasn't sure how to change that. I, I knew I wasn't a great manager. I didn't aspire to become a great manager, which continues to this day. [laughs] I should probably revise some of that. So then, as is the case now, I have a very lean team, very, very small team. And if we flash forward then, the notes of that class become the basis for The 4-Hour Workweek. I did not wanna write a book, but a friend of mine who was an author suggested it and started making intros to editors and agents and so on, and I had to reply to those people, and that gathered its own steam. And The 4-Hour Workweek is what, as a lot of people here know, opened the floodgates for everything. That got the visibility that led to the angel investing. That bought me permission to write a second book. And I'd say to a question that you posed before we got on, and you may have also just asked it, when did I start doing something intentionally or thinking about a trajectory? And I would say that's probably when I made the pitch for The 4-Hour Body because I don't have a grand five-year plan, I don't have a grand 10-year plan. That's today, was true then as well. But I wanted to choose the door that opened more doors, and I realized that despite, or maybe because of, the pressures that I felt externally from just about everyone to write The 4-Hour Workweek 2.0 or The 3-Hour Workweek, I could very quickly paint myself into a corner where that was my only niche and the only place I felt comfortable and the thing I felt I needed to defend. And so I thought, "Well, I can always come back and do that later. That will be available, so let me do something in a completely different section of the bookstore." The publisher's gonna say yes 'cause they, they are willing to at least take this bet. They'll give me a decent... not even a decent, a very good advance, which will actually make up for the 75 grand that I got paid over a year and a half for The 4-Hour Workweek initially. And that type of decision-making, I think, has typified and defined a lot of my key decisions, which, which is entirely seemingly out of left field, but of interest to me that will potentially open new doors.

8:19 – 10:43

Angel investing and The 4-Hour Body

Bill Gurley 8:19 When was the second book, and when did the angel investing start?

Tim Ferriss 8:22 4-Hour Workweek came out April 2007. The angel investing started within, I would say, 10 months, and I owe Mike Maples Jr. a debt of gratitude for that.

Bill Gurley 8:32 Wow.

Tim Ferriss 8:32 I traded him advice for exercise and diet for meeting at-

Bill Gurley 8:36 In Austin, I, uh, like yourself?

Tim Ferriss 8:37 Austin as well.

Bill Gurley 8:37 Yeah.

Tim Ferriss 8:38 Meeting at Hobee's for breakfast and him telling me about his deals just so I could learn about them. And then The 4-Hour Body was published in 2010, which means that I was probably working on it for two years.

Bill Gurley 8:50 So you said you made 75 grand and you're hustling. How, how do you afford to angel invest?

Tim Ferriss 8:54 [laughs] Well, fortunately, the, the advance gets earned out. I had the savings from the prior company, so I had some savings, and decided to place very, very small bets. So I was co-investing with checks of, say, $10,000. And the intention really early on, which comes back to playing the long game that I mentioned earlier, I wanted to be the cheapest, most valuable labor on the cap table, meaning, like, "Here's a $10,000 check. Now I'm gonna put in so much effort and try to be so helpful that it will make no sense to you because my ROI [laughs] is probably not gonna pay for the time I'm putting in." But that was to get... That was to create raving fans and get referrals, and so that's what I did for the first six months, very small checks, putting in way too much time, but for me it was actually the perfect amount of time, getting referrals, and then that steamrolled in such a way that I was able to get advising. So I was able to get sweat equity in-

Bill Gurley 9:54 Let's run down the angel path for a little bit-

Tim Ferriss 9:57 Sure

Bill Gurley 9:57 ... and then come back to podcasting. So I didn't mention when I mentioned all the amazing things you've accomplished, your, your angel investing track record, which is actually pretty good, right? [laughs]

Tim Ferriss 10:07 [laughs] It's, it's turned out. Yeah.

Bill Gurley 10:09 Tell the audience some of the companies you invested in.

Tim Ferriss 10:11 I invested in... Let's see. Invested. When I say invested, it's important to note that I mean time in a lot of these cases because I didn't have the bankroll to pay for investing, and I probably couldn't have invested even, uh, if I had wanted to. So Uber would've been when [laughs] there were-

Bill Gurley 10:29 Heard about it

Tim Ferriss 10:29 ... two employees. Yeah, you've heard of it. [laughs] And Shopify, first advisor when they had 8 to 12 employees. First investor in Duolingo. That was a bit later. Early secondary on Facebook and Twitter

10:43 – 13:23

Investing rulesets and takeaways

Tim Ferriss 10:43 back in the day.

Bill Gurley 10:43 What was your rule set back then? How were you deciding what to do?

Tim Ferriss 10:46 Ear- early rule set was super simple, and it's, it's, it's, it's the same rule set. It hasn't changed for me, and that is something that addresses a personal problem that I have, that I understand, that I could be a power user of, that I think I could feel very good about recommending to my audience. That's it. And that has worked pretty well. I mean, as you know, there are a lot of whiffs. I mean, you get, you get, [laughs] you get a lot of things that zero out.

Bill Gurley 11:14 No bet, yeah.

Tim Ferriss 11:14 But it's a power law game, so you, you're really aiming for the h- the handful that return the fund. And I was always betting... This is actually another maybe key framework that I would say I've used over and over and over again, and that is I viewed the angel investing and all of that as a real world MBA, assuming that I would lose all of the money I put in, right? You don't get your tuition paid back to you by the same institution. But that the skills I would develop and the knowledge I would acquire and the relationships that I would end up cultivating would, in the long term, pay for all of it.

Bill Gurley 11:52 Are, are there takeaways you had from specific investments that became part of your mental model?

Tim Ferriss 11:59 Well, I, I think the most consistent lesson for me, and I'm not recommend- recommending anyone try to replicate this, but The, the timing was also really good in that period of time. But choosing people that you really like to work with, because a lot of these startup are gonna take, if they turn out well, longer than the average marriage. So [laughs] you really wanna make sure these people pass the beer test. Like, are you gonna wanna go out and have a beer with this person? And that doesn't always apply, and I think really good founders are often pretty cantankerous. But, uh, I stuck to that and s- for instance, you know, I was thinking about some of the decisions in this area, and it's true for so many others. I could say, well, advise- becoming an advisor to Uber was a really good decision, but that's not really the right story. The right story is working with Garrett on StumbleUpon was the right decision, which didn't pay off, but we got to know each other and that led directly to Uber. So rather than looking at the decisions that are, are most well known for, say, successful people, I, even to this day when I'm interviewing people, I look for the antecedents. Like, okay, well, let's look at what happened before that, without which those great decisions that are on the cover of magazines never would've happened.

13:23 – 15:00

How a choice location maximizes serendipity

Bill Gurley 13:23 We were talking about this in the back because, you know, it's, it's a question of can you increase your optionality for fortune or luck or whatever anyone else says-

Tim Ferriss 13:32 Yeah

Bill Gurley 13:32 ... by taking meetings that may seem superfluous or uncertain or, or that, that then lead to these big outcomes.

Tim Ferriss 13:39 Yeah, totally. And for me, moving to the Bay Area and then later moving to San Francisco, so it wasn't enough to just be in the Bay Area. I moved all over the place, eventually got to San Francisco because I realized if I want maximum serendipity, if I want it to be easy for someone to say, "Hey, I'm over at this place, come and have a drink," rather than driving an hour to an hour and a half to get there, I needed to be in San Francisco, or I wanted to be in San Francisco. And the where, the question of where, I think, in an increasingly virtual world, actually becomes more and more important. If you can operate in person, you have a huge competitive advantage.

Bill Gurley 14:16 And it, and it's a contrarian mindset today where everyone is relishing in the fact that they can live wherever they want.

Tim Ferriss 14:23 Choosing at least seasonally if you're not willing to kinda bet the farm [laughs] in terms of moving to one place to be in certain locations. If you're still in that growth phase of your career or life professionally speaking, then I think that's undervalued.

Bill Gurley 14:41 Yeah, I agree with that. I, I've-- And some of the work I've done in studying, like Danny Meyer, when he wanted to be a great restaurateur, he moved to Europe and worked-

Tim Ferriss 14:50 Yeah

Bill Gurley 14:50 ... in any job he possibly could.

Tim Ferriss 14:52 It's all, it's all the same. People ask about patterns-

Bill Gurley 14:54 Yeah

Tim Ferriss 14:54 ... across the 700 or so interviews I've done. I'd say that's easily one of the most, most

15:00 – 16:55

Why did I back away from angel investing?

Tim Ferriss 15:00 obvious therefore.

Bill Gurley 15:00 That's cool.

Tim Ferriss 15:01 Yeah.

Bill Gurley 15:01 Now, you've, you've mentioned recently publicly that you've backed away from angel investing, so for someone that's had such a prolific run and successful run, why step away? That doesn't seem to make any sense.

Tim Ferriss 15:15 Yeah. I'd say number one, I didn't, I didn't grow up with much money or spending much money, and I still think I'm actually quite bad at spending money. So why gather more Skittles until I figured out how to use the Skittles I have, [laughs] I think is one thing that comes to mind. Number two is things have gotten more difficult, I think, in angel investing. There's just more noise, more, more competition. It's like in the early days, I learned how to count cards with single-deck blackjack with a handful of friends, and now they're like, "Eh, we think we're gonna change the odds. We're gonna swap in a bunch of new-"

Bill Gurley 15:51 You need a different brain to count to a eight-deck shoe with-

Tim Ferriss 15:53 E- exactly

Bill Gurley 15:53 ... three pit bosses looking over. [laughs]

Tim Ferriss 15:55 Exactly. The game is harder, and I also feel like, as with most things, my-- the bolus, the, the majority of my really fast, nonstop learning happened in the first few years, and that there are a lot of people who can invest, and there are few things that I think I'm reasonably good at that I've... I won't-- I don't wanna say neglected, but paid less attention to, and I prefer to return to some of the creative stuff. And also, I've been doing it for a long time. So generally, when I've been doing something for five plus years, I think, "What is something I could do? What is something that, for whatever reason I'm attracted to, that seems completely unrelated?" It's a total left turn, a- and that is something that I'll try to experiment with because it's just worked for me over and over again. If, if something energetically is pulling me, I wanna pay attention to, and right now that's fiction and animation and AI and a handful of other tools.

16:55 – 21:47

Entering the blogosphere

Bill Gurley 16:55 Let's go back now to your journey as a creator. So you've-- this-- W-where does the second book become the blog, become the email list, become the podcast?

Tim Ferriss 17:04 I'll put them in order. So the blog was started in 2006, which was, of course, before the book came out in 2007. That's not a coincidence. I had interviewed... So long before I had the podcast, I interviewed people. That's part of the reason it was easy for me to segue to the podcast. But I interviewed best writing authors, so people who had books that were acclaimed and that had won national book awards and so on, while I was writing The 4-Hour Workweek to try to, to, to be better at writing books. I also interviewed, reached out to, best-selling authors, not always the same thing, and asked them about launch and the vehicles and the types of media that seemed to be undervalued but were increasing in impact in their mind, and there were patterns. Blogs were the big thing. They said, "These things called blogs seem to move a lot of books, but most authors pay no attention to them." And I was like, "All right. I don't have a whole lot of wiggle room here for a number of reasons with It's a large budget for launch. I know the publisher's gonna wanna control quite a few variables. I am going to focus on two things, blogs and in-person events to reach bloggers. And to do that credibly, I thought I really should have a blog that has some good articles on it, and began that in 2006. And that then led to the book, or I should say was followed by the book in April 2007. March 2007, really important inflection point, was presenting here for the first time. Thank you, Hugh Forrest, for giving me overflow space. I think it was next to a cafeteria, but it was, like, a last-minute cancellation.

Bill Gurley 18:48 [laughs]

Tim Ferriss 18:48 I rehearsed at my friend's garage using his chihuahuas as my test audience, and if they got bored and walked away, I was like, "I'm losing them, I'm losing them," and so I'd do it again. And that really planted the toehold in tech that I think directly contributed to the success of the book in the first, certainly in the first year. And then, then you have, let's see, email gathered with the very first website. So I was gathering email beginning in 2007. I knew that email could be important, but I didn't send the first email until something like 2014. [laughs]

Bill Gurley 19:29 You just collected them.

Tim Ferriss 19:29 I just collected. I didn't do anything with them. And then I continued to work on the blog. That became the way I communicated directly with my audience, which maybe we'll come back to. Based on WordPress, which meant I was not, I did not feel captive to any platform. I knew that I could take this open source platform, and if I wanted to migrate my blog and my content, I could do that. And that flexibility of migration has been a, a core tenet of my professional life, I would say, ever since.

Bill Gurley 20:02 When you're, when you're interviewing these other authors, you've transitioned to intentionality, right?

Tim Ferriss 20:08 Mm-hmm.

Bill Gurley 20:08 At that point, you're, you're trying to do the best you possibly can-

Tim Ferriss 20:12 Yeah

Bill Gurley 20:12 ... on that, on that product.

Tim Ferriss 20:14 Yeah, on the books, on the books for sure, and I, and I wanted books that would last, and thankfully they have. I mean, these, these, these books still continue to do very well. I think most of the, most of-

Bill Gurley 20:24 Because the content's more evergreen?

Tim Ferriss 20:26 I think it's, it's almost all evergreen.

Bill Gurley 20:28 Yeah.

Tim Ferriss 20:28 And that's true for the podcast as well. I really don't want to produce content that has a, an expiration date that is really obvious. That just requires more work for me. [laughs]

Bill Gurley 20:42 What, what, what year are you aware you're a professional content creator?

Tim Ferriss 20:47 I thought of myself at that time as a r- I would say a professional writer, and books are a very particular thing. They have a permanence, and they have a static nature. You can update them, but it's harder, it's easier now with Kindle, that requires a lot of forethought, and I think that that's something I also try to use now. I, I still try to measure twice, cut once with producing any content, which in a world of kind of be fast to be first, I do think that pause gives you an advantage. And then as far as, as, say, I, I've never thought of myself, to be honest, as a content creator. It's always been as a writer or an interviewer, something that makes it more finely categorized because it helps me then to work on a craft. If you say, "I'm a creator," that doesn't give you a great search function for trying to improve your craft. So I've always been very finely

21:47 – 23:23

Why podcasting?

Tim Ferriss 21:47 sliced, and it was, it was author. It was then investor, early-stage tech inv- consumer-facing tech investor, to be clear. Then in 2012, The 4-Hour Chef burned me out. It was a th- probably a, a three to four-year project that I put together in a year and a half. Very proud of the output, but it just physically demolished me. And in the process of doing the launch, I'd asked another cohort of bestselling authors which platforms were neglected but seemingly powerful. They said podcasts. I went on a whole host of podcasts. I was very lucky to be there at that point in time also. So you had Joe Rogan, you had Nerdist, you had Marc Maron, and this entire cohort, Adam Carolla. Those really moved the needle. They were also such a sharp contrast to the morning TV shows and so on that I'd done previously, where I could actually get into nuance, I could curse, I could be myself. I had a blast and decided I am too burned out to do another book. I wanna try something else. Let me try podcasting. I'll do six episodes to give myself a graceful exit. I'll set that expectation up front. It was either six or 10 episodes. And even if it fails, this is coming back to something I mentioned earlier, even if it fails, meaning the audience doesn't like it or I don't continue doing it, I will get better at interviewing, and I will deepen relationships or make new relationships, all of which will persist after the hypothetical failure. And then I just kept doing it 'cause I was having fun.

23:23 – 26:35

Early and enduring lessons for improving the craft

Bill Gurley 23:23 Do you have a similar story to the book story on podcasting or interviewing where you went out and studied the art or the craft?

Tim Ferriss 23:31 Definitely. I, I studied anyone I thought had something to offer, even if the format was very different. That would include people like Dan Carlin, Hardcore History, which I think is one of the most spectacular podcasts of all time.

Bill Gurley 23:45 So I don't, I don't know that one.

Tim Ferriss 23:46 Yeah.

Bill Gurley 23:46 The audience might...

Tim Ferriss 23:47 So-

Bill Gurley 23:47 Tell us, tell us about him and why that's so-

Tim Ferriss 23:49 Yeah, Hardcore History is, I would say, one of the super, super first gen long-form podcasts. Dan Carlin does a deep dive on some facet of history, some chapter of history. For instance, Wrath of the Khans about Genghis Khan is, I think, four or five parts. Each one is probably four to five hours And there's no one who, if, if he had gone to a market research firm and said, "What do you think of this idea?" uniformly he would've been told it was a terrible idea, doomed to failure. If they could bet the farm against him, they would

Bill Gurley 24:25 [laughs]

Tim Ferriss 24:26 And it worked. And even to this day, I think he just had a new episode come out a month ago, and it was... He has multiple podcasts now, so he can scratch the itch of doing something more frequently on current events. But the Hardcore History podcast, I think there was an eight-month interval where there were no episodes. So he's effectively publishing audiobooks, but it became massively successful. And I love studying those outliers, because anytime you're told you have to do A, B, and C, my first question, at least internally, is can I find exceptions? And if you can find exceptions, it's not a must.

Bill Gurley 24:59 And what did... Anything you took away from him or, or others that you borrowed?

Tim Ferriss 25:03 Don't believe the do- any dogmatic rules around what you have to do or what you should do. Test, experiment. It doesn't matter, to do, to maybe paraphrase Ri- Richard Feynman, it doesn't matter how beautiful, how pretty your theory is. If it doesn't match with experiment, it's wrong. So test. Do lots of tests. And I, in the early stages, also took my transcripts and ended up hiring a senior researcher from inside the Actors Studio, amazing show, to look through my transcripts and identify where I could do a better job.

Bill Gurley 25:37 Wow.

Tim Ferriss 25:37 Where did I not follow up on a question that was a gem? How could I have reordered the questions for a better flow? All of these types of things. And-

Bill Gurley 25:49 And that was fruitful, that exercise

Tim Ferriss 25:51 Very fruitful.

Bill Gurley 25:52 Yes

Tim Ferriss 25:52 And at the very least, I think everybody here should record a podcast just so you have to listen to yourself talk, and you will find so many things that drive you insane. Everyone will have some form of tick that will drive you batty. And you'll notice where you're sloppy also in your thinking, because really, I mean, speaking is just thinking out loud, and you become a much clearer thinker. You become a much more concise, deliberate thinker. And for that reason, I think everybody should try a podcast for at least three episodes, even if you never publish it. Interview your family.

Bill Gurley 26:32 [laughs]

Tim Ferriss 26:33 Save that for your kids or grandkids.

26:35 – 30:07

What makes a successful podcaster?

Tim Ferriss 26:35 Serious.

Bill Gurley 26:36 What makes you a great podcaster? Can you reflect on that?

Tim Ferriss 26:40 I, I'll answer it maybe a little bit differently. I, I think what makes me a successful podcaster is, first and foremost, I chose a format very consciously that was simple enough that I would, I could persist in doing it. So I knew I would have the ability to endure, I would have the endurance to do a long-form interview and then follow that with minimal editing and share it. I knew I could do that. And many podcasters, I think, commit to failure before they even start by choosing a format that is going to be too difficult or too exhausting given other, other obligations. So there's this elephant graveyard of, you know, three-episode podcasts for that reason.

Bill Gurley 27:30 Yeah.

Tim Ferriss 27:30 The, the second is I chose a category, let's say, and I, I earned the ability to do this. I'm not sure if I could have done this in the beginning. 4-Hour Workweek was very narrow. 4-Hour Body then says, "Hey," and I guess this was proved to me that the hypothesis was correct, that a lot of my readers would follow me for my thinking, not just for a single topic. And then it kept broadening, and by the time I got to the podcast, landed on the very unoriginal title of The Tim Ferriss Show because I didn't want to apply a label that would constrain what I could do. And you see, you see what can go sideways. There are a lot, a lot of things that can go right with a very narrow niche. But if, for instance, and this is very common, you decide you're going to be the funny voice, wear a unicorn hat guy on your YouTube channel, and God forbid that becomes mega popular, like four years later, are you still gonna wanna be the funny voice unic- unicorn hat-wearing guy on YouTube? Maybe not. And many people end up feeling like they can't escape a monster of their own making if things go right. So I was able to make it very broad, which means I can explore my interests wherever they might fall, which also gives me endurance, which is a competitive advantage. If you can't, if you're, if you are not able to endure, especially with the amount of noise and the number of entrants now, I think it's very, very challenging to establish any type of firm footing upon which you can build a business, which was never my intention. I didn't monetize the podcast until, I don't know, 20, 30 episodes in, which I still would recommend to most people. But those are some of-

Bill Gurley 29:13 That, that waiting window

Tim Ferriss 29:14 ... that waiting window.

Bill Gurley 29:15 Yeah.

Tim Ferriss 29:15 Because if you focus on... This is just my perspective, my two cents. I'm sure there are many counter examples. I would, I would love for people to point at examples that, that prove this to, to not be correct for everyone, because of course that's true. For me, I wanted to focus on becoming as good as possible at the craft. I wanted all of my attention to be on that. And we all procrastinate in different ways. As a writer, my favorite way to procrastinate, reading. Socially acceptable. They're like, "Wow, you're such a, such a serious reader.

Bill Gurley 29:47 [laughs]

Tim Ferriss 29:48 It's amazing. I wish I could be so dedicated." I'm like, "Damn right I'm dedicated."

Bill Gurley 29:51 [laughs]

Tim Ferriss 29:51 But really what I'm doing is procrastinating, doing the thing I should be doing, which is the writing.

Bill Gurley 29:55 Right.

Tim Ferriss 29:55 Similarly, as soon as someone dangles some, some carrot in front of me that's related to like marketing, business models, whatever, oh, I love thinking about that stuff. I'll just skip the hard work, which is focusing on getting better at interviewing.

30:07 – 32:59

The power of direct communication with one’s audience

Bill Gurley 30:07 In kind of learning from your experience and your success One of the things that jumps out, you talk about controlling your own destiny, and email and podcasting are two content forms where there's no evil overlord that contro- They're, they're both these highly distributed things just by the way they're technically implemented.

Tim Ferriss 30:28 Yeah.

Bill Gurley 30:30 And so that, th- but th- that's been something that's been, you're, you've been passionate about all along, or you feel like an-

Tim Ferriss 30:35 I feel like it's an existential imperative-

Bill Gurley 30:38 Right

Tim Ferriss 30:38 ... to have direct communication with your audience to the extent possible. And so I gathered email starting in, whatever it was, 2007. Didn't email, I want to say, I'm getting the dates slightly off, until maybe 2013 or 2014 [chuckles] somewhere around there, and then started 5-Bullet Friday in 2015. So this very short format, easily digestible, "Here are the five coolest things I found through my enormous network this week. Check them out. You can read it in 60 seconds." So that, that 5-Bullet Friday-

Bill Gurley 31:15 It reinforced the podcast and-

Tim Ferriss 31:16 It reinforces the podcast in some instances. It is legitimately whatever I have found most interesting that week. Took a photograph of a book I'm reading right now and sent it to my team saying, "Add to 5BF. I'll, I'll draft the bullet later." Art and Arcana of Dungeons & Dragons, if anyone's interested. Beautiful book. And that ended up being, I think, one of the fundamental key decisions for increasing direct access to my audience, because podcasting is largely a block, a black box for analytics. And just by contrast, I would say, I remember having a conversation from s- with someone who had a massively successful business built on one or two Facebook pages. This was probably five years ago. And I asked, I asked him what it was like to run these businesses, and he said, "It's like having the most profitable McDonald's in the world on top of an active volcano." Because if, if the algorithms are changed, if your organic reach is throttled-

Bill Gurley 32:17 Right

Tim Ferriss 32:18 ... oh, fuck.

Bill Gurley 32:19 Yeah.

Tim Ferriss 32:19 Now you have a real problem on your hands. And I never wanted... I have enough trouble sleeping as it is. I did not want to be kept up at night worrying about those types of things. So yes, I use Facebook. Yes, I use Instagram. Yes, I use all these platforms. But I fully anticipated that at some point, organic reach would be throttled across all of these.

Bill Gurley 32:38 Yeah.

Tim Ferriss 32:38 Maybe it's the next recession that sparks it and people need to improve their bottom line, but at some point that's gonna happen, and I don't want to have all of my chips... I don't wanna even have the majority of my chips in those places. So email-

Bill Gurley 32:51 From a risk management standpoint, makes total sense.

Tim Ferriss 32:52 From a risk management standpoint. And I am not, I don't view myself as a risk taker, first and foremost. I really view myself as a risk mitigator.

32:59 – 34:49

Leveraging a lean infrastructure

Bill Gurley 33:00 One other thing you talk about a lot is staying lean, and you run this thing at a massive scale, but you have very little team and infrastructure, correct?

Tim Ferriss 33:10 Yeah, very few. Yeah.

Bill Gurley 33:11 And you just said something earlier that I keyed on. You said endurance. Is part of the endurance tied to that, like just not having the overhead of it all?

Tim Ferriss 33:20 I think they are tied together, and I should say there are many instances for many people where building out teams makes perfect sense. Because I recognize some of my weaknesses, as I mentioned earlier, I don't think I'm the most effective... Well, actually, I think I am an effective leader. I'm not the easiest person to have as a manager, and I recognize that. So I have a very lean team. I mean, currently just have three employees, and we do everything effectively with that team. We have very well-defined processes, and it maps back to "The 4-Hour Workweek" honestly, which is like define, right? There's define, definition, elimination, automation, and liberation. We won't get into liberation today, but defining exactly what your outcome measures are, you know, to use the fancy acronym, KPIs, right? What are you measuring week to week, month to month that matters? Why are you doing these things? What are the priorities, one, two, let's just say. Then eliminating as much as possible that don't relate to driving those forward, and then automating as much as possible with really, really good processes. So we have very, very good processes for the pro- for the podcast, and for that reason, we don't need 20 people. We don't need 30 people. And I've pushed back a bit against the trend towards video because it would end up increasing the infrastructure required. It would also fix me to one location, and I'm not willing to make that trade-off [chuckles]

34:49 – 39:37

Helpful steps for effective interview prep

Tim Ferriss 34:49 lar- largely.

Bill Gurley 34:50 How do you do prep? Like, you're, you're doing this many podcasts. You're, you're not reading 1,000 books a year, I don't think.

Tim Ferriss 34:56 No. Step number one is write a blog post, which is called, I think it's called "The Decision That Rem- Removes 1,000 Decisions," and then in parentheses, "Why I'm Not Reading Any New Books This Year." So make it a policy. If you, if you wanna say no to a category of thing, make it a public policy. So [chuckles] number one is making it a public policy I'm not reading any books published this year. That way I can tell every guest, "Not reading books," without having to ruffle feathers. The next step is looking at, before I even invite someone, looking at long-form video and audio to the extent possible, and maybe I have to find something that was recorded behind doors. That's something that I'm usually pretty good at doing. Interviews, Wikipedia, what am I looking for though, right? What's, what's the filter? I'm looking for a handful of things. One would be any odd hobbies or Passover comments that weren't fleshed out that I think would make for a good first question or second question, in part because it will prove to the interviewee that I have actually looked at the details and done my homework, which is really important for a lot of interviewees. Because if you don't prove that early, they're gonna go on autopilot, and they're gone. They're checked out. They're thinking about their next vacation, right? [chuckles] It's, you might as well be talking to Max Headroom or something. It's just not gonna be very interesting. And then I would say beyond that I will try to identify what has been neglected, right? So what has not been mentioned. And that can lead some interesting places, not always comfortable places, but that, that can lead, for instance, if they haven't talked about their childhood at all, I might ask them if they're okay with me asking about their childhood. Few other key, I would say, housekeeping, and this is also in the category of prep, it's just right before we record. I will talk to anyone, we did this even though we know each other, for five to 10 minutes beforehand. Number one, just for so everybody can get their hamstrings warmed up. We're not trying to sprint out of the gates-

Bill Gurley 36:55 Yep

Tim Ferriss 36:56 ... after hitting record. Just talk. But there's a format. I will say, "You have final cut," just like every one of my guests. This is no gotcha show. I've had that happen to me. It sucks. This is a friendly. My job is to make you sound as good as possible. You have final cut. We can send you the transcript, so don't worry about it. It's not live, so bathroom breaks, water breaks, if you wanna restate something, we can do that. And then I ask them, and people comment on this because almost no one asks this, "What would make this a home run for you? Looking back after it's published, say two months after it's published, what would make this one of your favorite interviews or something that you would point people to?" Great, and then I can help steer it, and that puts people at ease and helps them to be vulnerable. Another thing that I will think of, if I want to try to unbox something that hasn't been explored before, there's probably a good reason it hasn't been explored, so I will find something in that same category. Let's just say it's childhood. Could be childhood, could be relationships, could be a business failure. I will volunteer that information from my side first.

Bill Gurley 38:02 Yep.

Tim Ferriss 38:02 And to, just to provide some transparency because I know there [laughs] that sometimes it seems like I'm-

Bill Gurley 38:07 Comforting

Tim Ferriss 38:08 ... uh, sometimes it seems like I'm talking a lot, and I am, but there, there are reasons for, in this case, doing that. I'll ask the question so they can think about it.

Bill Gurley 38:16 Oh, yeah.

Tim Ferriss 38:16 Then I buy them time so that they don't feel too under pressure. Then I volunteer an answer from my own life that basically makes me vulnerable simultaneously, and it makes people much more likely to reciprocate. So those are a few of the things that I do. If I have any access to that person or their lives through friends or acquaintances, then I will also back channel to a few folks and ask them what topics or questions... I, I'll always preface, I'll say, "I'm obviously doing a ton of my own homework," 'cause people don't wanna help you, including my friends, if you're being lazy. So I'll say, "I'm doing a ton of my own homework, but are there any questions or topics that you think could be fun or uncommon to explore with so and so?" I did this with... Sent a text to you like that for, for Danny Meyer when I interviewed him recently.

Bill Gurley 39:10 You earn reciprocal trust through those, all, many of those techniques that you-

Tim Ferriss 39:15 Absolutely. And then I, I will also, and this leads to a lot, and it smooths out the entire process, I will very frequently ask guests, not always, but ask them if there's anyone they think would really have fun having a conversation on the podcast. So I'd say 70% of the guests come from other guests at this point.

Bill Gurley 39:33 You asked me that about Mike Mogis and-

Tim Ferriss 39:35 Yeah

Bill Gurley 39:35 ... you just had him on.

Tim Ferriss 39:36 I did.

39:37 – 42:43

Respected podcasting peers

Bill Gurley 39:37 One topic that I adore, just as a fan of, of media is, is what I call pure respect.

Tim Ferriss 39:43 Mm.

Bill Gurley 39:44 So, you know, if you... I remember Shaq went on this five-minute rant about all the greats that had come before him-

Tim Ferriss 39:51 Mm

Bill Gurley 39:51 ... which was just super endearing. What... Tell us a, a couple of other podcasters that you respect and why.

Tim Ferriss 39:59 There are a lot. There, there, the, the-

Bill Gurley 40:01 You mentioned one anyway.

Tim Ferriss 40:03 Yeah. Yeah, I mentioned one. There are many, and I respect them for whole lot of different reasons. I would say it, it runs the gamut from, say, like a Guy Raz, so How I Built This-

Bill Gurley 40:13 Yeah

Tim Ferriss 40:14 ... who is using, I don't wanna say This American Life format, but he's, he's doing a lot of, a ton of prep, a lot of recording, and then immaculate editing with his team, and telling a story arc. So they might move things around. That is, and that is a particular game. That's a very particular game, and he's very, he and his team are very, very good at it. I would say, this is gonna seem like an easy one, but Joe Rogan is... Joe Rogan has done an excellent job of becoming a category of one. He wasn't emulating someone else. And for those wondering where I get [laughs] where you might be able to read up on how to do this, there's, there's a, there's a chapter called "The Law of Category" in The 22 Immutable Laws of Marketing. A lot of the other chapters are outdated. This one everyone should read. He did an excellent job of, number one, experimenting with a brand-new format early. He has been in the podcasting world for a very long time, and he's tested a lot.

Bill Gurley 41:17 Yeah.

Tim Ferriss 41:17 And he found his footing reasonably quickly, and the combination of entertainment and in-depth interview and tripling down on long format, I think he deserves a lot of credit for popularizing. He also made incredibly, incredibly good strategic decisions before most. I'll give you an example. YouTube, one of the world's largest search engines, who did one of the very first spectacular jobs of capturing podcasts on YouTube, not just long form, but using clips on a separate channel. So he has, he has played that game like the-

Bill Gurley 42:03 Yeah

Tim Ferriss 42:03 ... consummate professional, and so he would be another example. I think Lex Fridman does an, does an excellent job. I'd say our formats are probably closest in some respects. Patrick O'Shaughnessy, who, who we both know, who focuses m- on investing and investors-

Bill Gurley 42:20 Yeah

Tim Ferriss 42:20 ... I think does a fantastic job. I could list another 20. There, there are, there are some really, really good interviewers out there. But it's not enough to be a good interviewer. I really think you need to seek to be a category of one. It's a lot easier to be the only than it is to be the best-

Bill Gurley 42:38 Yeah

Tim Ferriss 42:38 ... when you have millions of podcasts to compete against. So spend a lot of time thinking about positioning.

42:43 – 45:06

Spotify’s foray into podcasting territory

Bill Gurley 42:44 I have a couple questions about big events in your world that have happened in the past two or three years. So Spotify leaned heavy into podcasts, did a couple of high-dollar acquisitions with Joe and Bill Simmons.

Tim Ferriss 42:57 Yep.

Bill Gurley 42:57 And at least based on what they've said publicly with the layoffs and stuff, they've backed off a little bit.

Tim Ferriss 43:02 Yep.

Bill Gurley 43:03 What, what are your thoughts on that, that in and out and what it means for your world?

Tim Ferriss 43:09 I think first and foremost that it was a very smart strategic decision to acquire talent, and that podcasts and audiobooks or some form of audiobooks are probably existentially important [laughs] to Spotify, versus, say, an Amazon, right? Amazon has put a lot of resources into podcasts, and certainly they are the dominant player in audiobooks with Audible, but they could survive without those things.

Bill Gurley 43:38 Mm-hmm.

Tim Ferriss 43:39 And for that reason, for Spotify to, to acquire talent at whatever price necessary to fold in existing audiences to get a lot of PR, which gets the attention of other high h- high-profile creators who then might reach out through their lawyers or agents to have conversations, I think it was very smart. And I expected, no matter what, that once they, once they became a more meaningful percentage of every podcaster's downloads, that they would back off of that. Because why buy audience when you get to the point where most podcasters have to pay attention to you, and they're coming to you at the same time they might go to Apple to ask for promotional help? You've established a different, you've, you've established a different level of leverage at that point. So it, it, it doesn't surprise me that they've backed off. I think that would've happened either way.

Bill Gurley 44:34 You've-- You're in a position to know this, uh, I'm not. How successful have they been encroaching on Apple's podcast player or others?

Tim Ferriss 44:42 They've grown a lot. They've, they've grown really significantly. I can't link that causally to-

Bill Gurley 44:49 Right, that ad

Tim Ferriss 44:49 ... the, the one lever of, that they've pulled in terms of-

Bill Gurley 44:53 Where are-- Do you know on a, as a percentage, at least for you, where-

Tim Ferriss 44:56 You know, I, I, I don't. And it's-- And I would share it if I had it. It's easily tripled or quadrupled in the last handful of years, without a doubt.

Bill Gurley 45:05 Ooh.

45:06 – 48:28

Twitter and LinkedIn

Bill Gurley 45:06 And then the second thing I was gonna ask you about on this front is just Twitter. Obviously, Twitter's been through a lot of changes in the past-

Tim Ferriss 45:14 Yeah

Bill Gurley 45:14 ... two years. But it's also a platform for redistribution. Pretty powerful one in your world.

Tim Ferriss 45:21 Mm-hmm. Yeah. I use Twitter in a very particular way. I, I am not totally convinced of its power as a distribution mechanism. It may be just the same 200 people yelling at one another all the day every day. I-- it's hard for me to tell sometimes. But Twitter principally for me is a way of connecting with, I would say, a third of my podcast guests, and it is an excellent means by which you can make contact with someone who would otherwise be very difficult to get ahold of.

Bill Gurley 45:53 Oh, the DM part.

Tim Ferriss 45:54 DM, because-

Bill Gurley 45:54 It's unbelievable

Tim Ferriss 45:55 ... because if you are reaching out, say, to have a conversation with someone through an, an agent, a lawyer, a manager, a fill-in-the-blank, there's so many layers and so many hurdles. Even for me, it's very difficult to make contact with a lot of people. Twitter just gets rid of all of that because if you both follow each other, and in some cases you have open DMs, but you can communicate with someone and they don't have to share any of their contact information.

Bill Gurley 46:27 Oh, I know it, yeah.

Tim Ferriss 46:27 They're not gonna be getting a late-night D- you know, text from you [laughs] thinking of you. "How are you?" You know, they're not gonna have-

Bill Gurley 46:33 No

Tim Ferriss 46:33 ... the creep factor potential is much lower. So I would say a th- probably a third of the people I ended up having in my book Tribe of Mentors came from DMs on Twitter.

Bill Gurley 46:43 Yeah, I've wondered over the years if LinkedIn hadn't polluted their InMail and made it monetized-

Tim Ferriss 46:49 Yep

Bill Gurley 46:49 ... and they had done what Twitter did, how much of the most powerful conversations in the world would have happened.

Tim Ferriss 46:55 Yeah. I will say I do think LinkedIn is going through a powerful resurrection of sorts, where I, I actually think LinkedIn is gonna become a more powerful platform than people expect for broadcast. And I've seen inklings of that. However, I should add a warning, which is if you don't have a focal point, like an email newsletter, or you don't have a focal point like the craft of improving your podcast, because quality always has a market. Like, if you aim to be the best in a category of one, right now I know I'm combining a few things I said [laughs] might be separate. They're not mutually exclusive. If you don't have that type of focus, you haven't made those definitions ahead of time, you are gonna be like a, a rabbit in a maze trying to find a piece of, you know, a piece of carrot. You're going to be jumping from one platform to the next to this to this, and even on one platform, "Oh, the algorithm changed. Now I have to change everything that I'm doing to it's all about dogs farting now. Okay, great. How long can it be? 27 seconds? Okay, that's what I'm gonna do now." And you, you are going to lose. You're not going to, you're not going to actually, I think, achieve any of the goals if you have defined those goals in, in advance at all.

Bill Gurley 48:08 Cool. So what, what I'd like to do now is this gentleman Tim Ferriss wrote a book called Tribe of Mentors-

Tim Ferriss 48:14 [laughs]

Bill Gurley 48:14 ... where he came up with a list of questions for a whole bunch of different people. So I'd like to turn them on you. Because I wanna earn your trust, I'll answer them first-

Tim Ferriss 48:23 [laughs]

Bill Gurley 48:23 ... and show a little vulnerability.

Tim Ferriss 48:25 Perfect.

Bill Gurley 48:27 So

48:28 – 49:24

Books most gifted

Bill Gurley 48:28 the first question is which books or books have you gifted the most? For me, it's Complexity about the Santa Fe Institute, and a wonderful book called Mr. China about this guy that lost his shirt, this British gentleman that lost his shirt investing in China. Those are my two. What, what are yours?

Tim Ferriss 48:45 Okay, I would say the Moral Letters to Lucilius, better known I'd say through Penguin as Letters From a Stoic. These are letters of Seneca that I think are very, very easily applicable to many different situations. So that would be one. Another one is Awareness by Anthony de Mello, a long since dead now, but Jesuit priest who was also a psychotherapist. Awareness, and then I would say assorted poems, mostly of Hafez.

Bill Gurley 49:14 And you give these out?

Tim Ferriss 49:16 I have bookshelves full of these books at home, and I give them to friends and guests and so on.

Bill Gurley 49:23 Very cool.

49:24 – 50:49

Most positively effective purchase of $100 or less

Bill Gurley 49:24 The second question: Which purchase of $100 or less has most positively impacted your life in the last six months? Now, I was hoping you were gonna ask me this question, but you didn't, so I was, I was ready for it.

Tim Ferriss 49:35 [laughs]

Bill Gurley 49:35 It, I, I have a very peculiar answer. Like, really, really amazing nail clippers.

Tim Ferriss 49:41 [laughs]

Bill Gurley 49:43 Like, like pay 50 bucks for them or something.

Tim Ferriss 49:45 Right.

Bill Gurley 49:45 Like, it, it'd change your life, I promise.

Tim Ferriss 49:48 [laughs] I- I-

Bill Gurley 49:50 All right

Tim Ferriss 49:50 ... I'm in, I'm in. You know, I could, I could use some, some, some manicuring. [laughs] So-

Bill Gurley 49:54 Most of us use really shitty nail clippers.

Tim Ferriss 49:57 I would s-

Bill Gurley 49:57 Wait till you try a really good pair

Tim Ferriss 49:58 ... So a piece of advice from Kevin Kelly, just a quick one. He's like, "You know that, that you have that, that bad pen and that, that one bad pair of scissors?" He's like, "Yeah, just get, get rid of all those bad pairs or versions of whatever." [laughs] Like actually get a high quality version. So fingernail clippers. $100 or less, I would say, and this is not gonna be applicable to a lot of folks, I have Raynaud's disease, so my fingers and toes get brutally cold in the, in the winter and really hot in the summer. Getting rid of ski gloves, I tried all the fanciest, including heated gloves, just getting mittens without finger dividers and putting heaters, just cheap disposable heaters in- inside them

Bill Gurley 50:38 And, and don't worry about the fact that they might not look cool when you ski. [laughs]

Tim Ferriss 50:41 They don't look cool, and they make everything else harder related to buckling, but I was in some really cold-

Bill Gurley 50:47 All right

Tim Ferriss 50:47 ... temperatures recently, so

50:49 – 53:17

Favorite failure

Tim Ferriss 50:49 mittens. There you have it.

Bill Gurley 50:50 Third is favorite failure or failure that set you up for success. I was thinking about this last night too. I was very fortunate and got introduced into math competitions in the sixth grade and was super successful, but by eighth grade, I was getting my head handed to me, and there was just a, a whole influx of new students and new people, a lot of immigrants.

Tim Ferriss 51:18 Mm-hmm.

Bill Gurley 51:18 And it just got harder. And, and in retrospect, I think feeling the victory but then having it kind of get away was very humbling and gave me a proper perspective on things.

Tim Ferriss 51:34 Mm-hmm. Yeah, that makes sense. I would s- I would say, I already mentioned one, which would be The, The 4-Hour Chef burning me out and also getting boycotted by a lot of retailers because it was the first major title out of Amazon Publishing at the time. And for that reason, even though, [laughs] you know, it sold 120,000 copies in the first week, which is a lot, and I think number two on The New York Times list sold something like 10,000 copies, it ended up number four on New York Times. [laughs] Which is largely an editor's choice list. If you want a compiled list, something like The Wall Street Journal is a, is a truer reflection of, say, Nielsen BookScan. And that was very hard for me to, to stomach after also just doing this suicide run of cramming it into a year and a half, which led to the podcast. If I had not burned out, the podcast wouldn't have happened. I would add to that, flashing back much earlier, when I was initially an undergrad, I wanted to be a neuroscience, I was a neuroscience major, and I couldn't do the animal testing required in the lab within which I wanted to work, and I think it's important. I do think actually this type of testing is important. I couldn't personally do it at the time, and I switched to East Asian studies with a focus on language acquisition, and without that obsessive focus on language and language a- acquisition, I don't think my, the fidelity of my hearing and awareness would be such that I could do my podcasting the way I do it. I don't-

Bill Gurley 53:01 That's cool.

Tim Ferriss 53:01 Yeah, I think that cultivated a sensitivity that helped much later. So just to add a footnote to that, do whatever gives you the most energy, 'cause energy is that currency that drives everything else. So I don't r- I don't regret majoring in East Asian studies

53:17 – 54:19

Billboard

Tim Ferriss 53:17 at all.

Bill Gurley 53:19 The next one you ask almost all of your guests about the gigantic billboard.

Tim Ferriss 53:23 Yep.

Bill Gurley 53:23 I just a few weeks ago said, you know, "Don't be tribal."

Tim Ferriss 53:28 Mm.

Bill Gurley 53:28 And I just feel like there's no reason that 50% of the world should dec- have their opinion on everything decided by one group of people, and then I, I just think we all need to kinda be responsible for our own thinking. What i- what's your answer to your own favorite question?

Tim Ferriss 53:45 I'll piggyback on the thinking theme, and I'm gonna borrow mine from BJ Miller, hospice care physician who, he does a lot more, but he's helped thousands of people to die, and I had him on the podcast. And his answer was, "Don't believe everything that you think," which ties into the awareness book, Anthony de Mello, I mentioned earlier, but don't believe everything that you think. I think many of our ills come from not cross-examining the things we take to be true.

Bill Gurley 54:12 This i- that, that correlates with that famous saying, "Strong opinions loosely held."

Tim Ferriss 54:17 Indeed, yes.

54:19 – 55:02

Best investment ever made

Bill Gurley 54:20 I think I might know your answer to this one. What is the best investment you've ever made? Mine's Uber. What's yours?

Tim Ferriss 54:26 [laughs] I, yeah, we've got the startup, we've got the startup, uh, investments, but I'm gonna actually just to try to give a different answer, I'm gonna say going to Blog Expo because that is where I met a ton of bloggers in person, including Robert Scoble, who ended up being-

Bill Gurley 54:48 Mm

Tim Ferriss 54:48 ... very, very helpful, and putting something on his blog that, that I think was a sort of a phase shift moment for The 4-Hour Workweek. Because without any of that, none of the other stuff happens.

55:02 – 56:37

Most life-improving new belief, behavior, or habit

Bill Gurley 55:02 Uh, okay, and then I'll do this one last. In the last five years, what new belief, behavior, or habit has most improved your life? For me, I've learned that if you just wait a little bit of time, a lot of problems go away. And I used-

Tim Ferriss 55:17 [laughs]

Bill Gurley 55:18 I, I, I used to go deep in them, and this weekend was a perfect example, and this is a good transition to Silicon Valley Bank, but a lot of people did a lot of crazy manic things this weekend that didn't matter-

Tim Ferriss 55:30 Yeah

Bill Gurley 55:30 ... 'cause it all got solved this morning.

Tim Ferriss 55:33 Yeah, right.

Bill Gurley 55:33 So, so that's my... That's do, do nothing and wait-

Tim Ferriss 55:36 [laughs]

Bill Gurley 55:37 ... my new habit.

Tim Ferriss 55:38 [laughs] I would say mine is probably studying things like non-violent communication. I encourage everybody, check it out. Get the audiobook by Marshall, I'm blanking on his last name. Learning how to navigate conflict well. And I don't think I was terrible at it before, but non-violent communication, and also, pro tip, if you are so dysregulated, if you're just so amped up that no matter what, it doesn't matter which tools you have in your toolkit because you're gonna blow it, you're allowed to say to someone, which comes back to kinda doing nothing, "I really just don't think I'm in a place right now to have this conversation go well, so let's just take a little breather and maybe we can do this later this afternoon or some other time."

Bill Gurley 56:28 Cool.

Tim Ferriss 56:28 Just giving yourself permission to wait.

Bill Gurley 56:29 All right. And we're out of time.

Tim Ferriss 56:31 We're out of time.

Bill Gurley 56:32 [laughs]

Tim Ferriss 56:33 Bill Gurley.

Bill Gurley 56:33 Tim Ferriss.

Tim Ferriss 56:34 Thanks. [laughs] Thanks everybody. [clapping]

Episode duration: 56:58

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