David Goggins
Former Navy Seal
Career Development
Bryan Cranston
Critical Thinking
Liv Boeree
International Poker Champion
Emotional Intelligence
Amaryllis Fox
Former CIA Clandestine Operative
Chris Hadfield
Retired Canadian Astronaut & Author
from the world's big
Start Learning

Entrepreneurs: Stop Fetishizing Failure, Start Asking Absurd Questions

Silicon Valley's entrepreneurial trends go through births and deaths, revolutionizing business attitudes before turning stale. Tim Ferris explains two trends: one near its death, the other very much alive and kicking.

Tim Ferriss: So in Silicon Valley there's the fail fast fail forward the fetishizing of failure and it's become very trendy. I think it's extremely misleading and misinterpreted and misapplied in many cases. So whether you ask say Peter Thiel who views failure as always being a tragedy, there is no exception, it is not some aesthetic imperative or learning imperative necessarily. Or you talk to say Mark Andreessen, for instance, who I interviewed for the Tim Ferriss Show but also for Tools of Titans and he says, when I was getting started, I'm paraphrasing here but when I was getting started we didn't have a fancy word for it we just called it a fuck up. We didn't call it a pivot. I think that it would be better to say iterate fast and iterate forward. So there's no problem with getting say feedback on a minimally viable product or an earlier version of a product. So Reid Hoffman, another person I've interviewed, founder/cofounder of LinkedIn and the Oracle of Silicon Valley as he's referred it to even by a lot of the elite investors, for instance, in Silicon Valley, believes that you should effectively if you're not embarrassed by the first version of your product that you ship you're too late.

And it's true I think in software development and different types of user interfaces and so on, but it's not always true for say a book or other types of creative endeavors. So it's a case of being very specific in what you mean by failure and also making sure that what you/re transplanting from one area to another, if you are doing that, actually applies in your industry, in your trade, in your craft. But I certainly feel like doing your homework, coming out and maybe the Silicon Valley ethos should start looking to the military more to say I think it's David Hackworth, I think I'm getting that right, who said if you find yourself in a fair fight you didn't prepare properly or something along those lines. I mean it is entirely plausible and possible to come out and just smash your competition from second one of round one. And I think even if you do end up failing and then correcting course that's a good aspiration to have, not to come out really shoddy and handicapped from the get go expecting to pivot 27 times.

Then if you look at my portfolio, for instance, I have about 70 companies I've invested in, I was a pre-seed advisor to Uber. And Uber's business model hasn't really changed. It's been the same for a very long time. If you look at Derek Sivers the founder of CD Baby, he came up with the business model in about five minutes of going to a used record store and asking them how they did it. And it remained the same effectively for ten years, 15 years until he sold it for whatever it was $24 million. So you don't have to fail, it's not a prerequisite for having a successful company or a successful life, you just have to learn. So I think learning and iterating are two words that are going to be more valuable than failure, but when failure does slap you in the face, when fortune serves you up a title wave of some type or quicksand, being able to adapt to that and not emotionally overreact I think is certainly important, but you shouldn't striving for failure.

If you look across all of the icons, titans, world class performers that I've interviewed in the say wealthy section, if we're dividing them into healthy, wealthy and wise, when you look at the business side of things one of the most common patterns that you spot is absurd questions. And the power of the absurd question is really something that I've paid a lot of attention to in the last few years. Whether that's say Peter Thiel, so serial billionaire, certainly an incredible entrepreneur but also an incredible investor, good at betting on presidents it turns out as well. And he would ask questions such as why can't you accomplish your ten-year plan in the next six months? And if you talk to say Peter Diamandis, Chairman of the XPRIZE, he might ask the founders of companies he's looking at as potential investments, if you had to 10 X the economics of your startup in the next fill in the period of time, six months, three months, how would you do it? And if they say it can't be done, that's not something we can do, it's impossible, his response is I don't accept that answer. Try again. Those types of questions, I think whether it's 10 X thinking, 100 X, however you frame that, it could also be a constraint.

For instance, if you had to accomplish all of your work or grow your company two X while working two hours a week, if you had a gun against your head how would you attempt to do that? These type of absurd questions don't allow you to use your default frameworks for solutions. They don't allow you to use your base of current assumptions to come up with answers. It forces you to think laterally. It forces you to break some of the boundaries on the sphere of comfort that you've created for yourself. And that is what makes them I think in a way so powerful.

And these are not questions, by the way, I think are valuable if you ponder them for ten seconds and go hum, yeah maybe I would do this and then move on with your day. I think that journaling as an adjunct to asking these questions is very, very important. So I will sit down very often in the morning, one of my rituals also borrowed from a lot of these people is morning journaling of some type. And I tend to use either morning pages five minute journal or just a separate type of freehand sort of goal dissection and this would be a case where I would ask one of those questions and I would write freehand for say three pages, three to five pages and drink some tea as I'm doing it. And that is when you will not only come up with interesting ideas, and they might be 90 percent garbage, but if you have ten percent that lead you in an interesting direction that could completely revolutionize your business or your life if you take that seed and do something with it. And that's been the case for me for a very long time.

I actually created a list at one point after observing this pattern among these people I was interviewing and I just made a list of what are the most absurd things I could do right now related to my life and business? And I created this long list. And some of them were terrible. I mean literally I was at a conference I was bored and that's why I was doing this and some of them were very specific business related, one of them was cut off my own feet. Like what the hell? So I disregarded that one. I still have my feet. You can't see but they're intact. And at the same time though one of them was take a complete break from the startup investing, so retire from startup investing because that had become a source of stress due to the inbound, the deal flow. And that was a real game changer for me taking my indefinite startup vacation about two years ago, which has led to incredible growth in other areas including in my own businesses. So there you have it the power of absurd questions.

There are two start-up trends that are sweeping Silicon Valley and beyond: one, says Tim Ferriss, needs to be redefined, and the other needs to be more widely activated. The first has gained so much popularity it has become a motto: "fail fast, fail forward". Ferriss is concerned that we’re fetishizing failure as something harmless that only leads upwards, when in reality in some industries it can be quite deadly. The second is the practice of absurd questions. Billionaire investor Peter Thiel will look at a business plan and say to its creator: "Why can't you accomplish your ten-year plan in the next six months?" Asking seemingly crazy questions, and setting hypothetical limits (such as, "how would you hit your goal in the same time by working only 2 hours per week?"), forces divergent thinking and can prompt you to actually do what once seemed unthinkable. Tim Ferriss is the author of Tools of Titans: The Tactics, Routines, and Habits of Billionaires, Icons, and World-Class Performers.

Tim Ferriss' most recent book is Tools of Titans: The Tactics, Routines, and Habits of Billionaires, Icons, and World-Class Performers.

Live on Tuesday | Personal finance in the COVID-19 era

Sallie Krawcheck and Bob Kulhan will be talking money, jobs, and how the pandemic will disproportionally affect women's finances.

Bubonic plague case reported in China

Health officials in China reported that a man was infected with bubonic plague, the infectious disease that caused the Black Death.

(Photo by Centers for Disease Control and Prevention/Getty Images)
  • The case was reported in the city of Bayannur, which has issued a level-three plague prevention warning.
  • Modern antibiotics can effectively treat bubonic plague, which spreads mainly by fleas.
  • Chinese health officials are also monitoring a newly discovered type of swine flu that has the potential to develop into a pandemic virus.
Keep reading Show less

Education vs. learning: How semantics can trigger a mind shift

The word "learning" opens up space for more people, places, and ideas.

Future of Learning
  • The terms 'education' and 'learning' are often used interchangeably, but there is a cultural connotation to the former that can be limiting. Education naturally links to schooling, which is only one form of learning.
  • Gregg Behr, founder and co-chair of Remake Learning, believes that this small word shift opens up the possibilities in terms of how and where learning can happen. It also becomes a more inclusive practice, welcoming in a larger, more diverse group of thinkers.
  • Post-COVID, the way we think about what learning looks like will inevitably change, so it's crucial to adjust and begin building the necessary support systems today.
Keep reading Show less

How DNA revealed the woolly mammoth's fate – and what it teaches us today

Scientists uncovered the secrets of what drove some of the world's last remaining woolly mammoths to extinction.

Ethan Miller/Getty Images
Surprising Science

Every summer, children on the Alaskan island of St Paul cool down in Lake Hill, a crater lake in an extinct volcano – unaware of the mysteries that lie beneath.

Keep reading Show less

Why is everyone so selfish? Science explains

The coronavirus pandemic has brought out the perception of selfishness among many.

Credit: Adobe Stock, Olivier Le Moal.
Personal Growth
  • Selfish behavior has been analyzed by philosophers and psychologists for centuries.
  • New research shows people may be wired for altruistic behavior and get more benefits from it.
  • Times of crisis tend to increase self-centered acts.
Keep reading Show less