Why Losers Will One Day Rule The World Cover

Why Losers Will One Day Rule The World

“If you’re not a genius, don’t bother.”

Jim Bennett’s voice roars across the lecture hall.

“If you take away nothing else from my class, from this experience, let it be this. The world needs plenty of electricians, and a lot of them are happy.”

Portrayed by Mark Wahlberg in a 2014 rendition of The Gambler, Bennett is an English literature professor at UCLA. Or at least, he pretends to be. What he really teaches, however, is something else entirely.

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How To Eliminate the Number One Cognitive Bias on the Internet Cover

How To Eliminate the #1 Cognitive Bias on the Internet

In 1906, famed English statistician Sir Francis Galton visited the annual ‘West of England Fat Stock and Poultry Exhibition.’ The 84-year-old scientist was obsessed with breeding in his spare time. While I’m sure he strolled along the stalls amidst curious onlookers, he did find the perfect mix of leisure and work: a weight-guessing contest.

An ox was brought on stage before ‘dressing’, which is butcher speak for slaughter and removal of organs. Contestants could then submit guesses regarding the dressed weight for six pence each, which resulted in a variety of prizes, a cool $6,000 in modern-day dollars for the host, and a data set of 787 points for Galton to play with.

As Galton suspected, not even the few livestock experts among the group guessed the correct weight. The best estimate came in at 1,207 lbs, nine pounds off the 1,198 lbs mark. When he calculated the mean of all guesses, however, Galton was shocked: 1,197 lbs.

Imagined as a single individual, the crowd’s judgement was almost perfect.

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How To Control Your Mind Cover

How To Control Your Mind

One of life’s great trilemmas is the tradeoff between money, energy, and time. Maybe you’ve heard someone joke about how you can only ever have two of the three. The punchline inevitably comes with age.

When you’re young, you have time and energy, but no money. As an adult, you get some money, but lose all your time. And once you’re old, you might have cash and hours to spare, but no fit body to enjoy either.

We laugh at this, but at the same time, it scares us a little. Because we know it’s true.

I’ve spent the past four months reflecting on our relationship with technology. After exploring addictions, distractions, and enhancements, I recognize many of our efforts in the tech arena are spent trying to fix this impossible problem. While there are some improvements we can make, we’ll never get a perfect outcome.

And yet, the power to deal with this imbalance has been with us all along.

1 + 1 = 1

We usually think of time as a good way to measure a life, but it’s only a proxy for what we really mean: attention. Think of the wealthy heir, who wastes all his riches, and compare him to the artist who dies at 40, but leaves behind a significant body of work. The things we most want in life, be it money, health, family, status, or impact, are really just byproducts of deliberate attention.

To cultivate said attention, we need more than just time. We also need energy. Time without energy is not spent moving. It is just spent. Most of us start life with an abundance of both, meaning our capacity to synthesize attention is often greatest when we’re young.

Visually speaking, science describes attention like a zoom lens on a camera. If you try to see the whole picture from afar, it takes a while to focus. The more you zoom in, the smaller the segment and the faster you can process it.

If we translate this metaphor to attention the way we just defined it, you can think of your time as a flashlight and your energy as the batteries. You need both to turn it on and point it where you want to go. Yes, it’s true that more time and more energy lead to more attention, but that’s only half the picture.

Like on any good flashlight, you can also adjust the radius of the beam.

One Addiction to Rule Them All

One of the world’s leading researchers of attention, Mihaly Csikszentmihalyi, wrote about the state of optimal performance:

“Control of consciousness determines the quality of life.”

Imagine you had $100 million and were perfectly healthy. What excuse would you have not to use your attention well? None. Chasing this imaginary state is the game most of us are playing. There will never be no excuses left, but blaming their existence is easier than dealing with them head on. It’s an addictive game too. You can play it your entire life without ever getting close to winning.

David Allen calls this our biggest weakness as humans:

“I think control is the master human addiction. To try to control the world.”

Often, in spite of having the right intentions, that’s what we’re doing. Less Facebook, more time, less email, more energy. They’re all small steps in the right direction, but by taking them we lose out on a much bigger one:

What if we just maximized the attention we can get from whatever time and energy we have right now?

This is a slight, but significant difference. Allen noticed it too:

“Not ‘be in control,’ because that’s something that we work with, something I think you need to develop, but trying to control externally the world is a big addiction.”

Deliberate attention is good. Aware attention is better.

Talking to Ourselves

Even if you’re loaded with spare flashlights and batteries, you can’t just point your attention once and then go straight forever. You’re going to get lost. Naval Ravikant calls this ‘monkey mind:’

“The reality is if you walk down the street and there are a thousand people in the street, I think all thousand are talking to themselves in their head at any given point. They’re constantly judging everything that they see. They’re playing back movies of things that happened to them yesterday. They’re living in fantasy worlds of what’s going to happen tomorrow. They’re just pulled out of base reality.”

He explains that as children, we’re very connected to the real world, a trait we lose as we grow older and start long-range planning. While some projecting is necessary and useful, we tend to go overboard rather quickly. We get stuck in our visions and wave our attention spotlight around uncontrollably.

So, to get where we want to go, it’s not enough to be deliberate in using our attention. We also have to observe it. Therefore, looking inward and reflecting on where you deploy your attention is equally as important, if not more, than how much you can muster.

This isn’t easy, but Naval has some ideas:

“I’ve taken on this idea that I want to break the habit of uncontrolled thinking, which is hard. If I say to you, “Don’t think of a pink elephant”, I just put a pink elephant in your head. It’s an almost impossible problem. It’s more something that has to be guided by feel, than guided by actual thinking or thought process. I’m deliberately cultivating experiences, states of mind, locations, activities, that will help me get out of my mind.”

Funny how that works, isn’t it? In order to get more control over your attention, you have to let it go.

Wrong Means, Right Ends

Csikszentmihalyi’s book is titled Flow. The name itself suggests the loose nature of the state.

“To overcome the anxieties and depressions of contemporary life, individuals must become independent of the social environment to the degree that they no longer respond exclusively in terms of its rewards and punishments. To achieve such autonomy, a person has to learn to provide rewards to herself. She has to develop the ability to find enjoyment and purpose regardless of external circumstances.”

But it is not just letting go of external rewards. Flow also requires a certain degree of surrender to the task at hand. You don’t beat a hard level in a video game on first try, you beat it on the 17th attempt, when you barely care any more, but the gears magically click into place.

“The best moments usually occur when a person’s body or mind is stretched to its limits in a voluntary effort to accomplish something difficult and worthwhile. Optimal experience is thus something that we make happen.”

Subconsciously, we know this. We induce chemical reactions in our bodies in hopes of controlling our attention all the time, according to Naval:

“In some sense, the people chasing thrills in action sports or flow states or orgasm or any of these states that people really strive to get to, a lot of these are basically just trying to get out of your own head. They’re trying to get away from that voice in your head and this overdeveloped sense of self.”

Food, alcohol, drugs, sex, exercise, these all rest on a choice to direct our attention a certain way and then let it drift for a while. We can use this same choice to recalibrate our attention flashlight, minus the escapism.

What blocks our way usually isn’t the obstacle, but our brain’s obsession with it. Once we let that go, we immediately regain internal control, even long after external control has gone. There are many ways to achieve this:

  • Meditating.
  • Taking a walk.
  • Visiting a place that triggers nostalgia.
  • Immersing yourself in a task that’s either repetitive, like washing dishes, or continuous, like reading, for an extended period of time.

Whatever the activity, if it puts you in a meditative state it helps you make this mental shift. Over time, you’ll see you can do almost anything this way. Allen agrees this is very productive:

“Being able to let go and say ‘wait a minute, let me just accept what’s going on, cooperate with what it is and then be in control of myself.’ But be aware of whatever’s new, whatever’s current, whatever’s present. Letting go is probably the idea that made the biggest difference in my life.”

The result is peace.

No Strings Attached

When you direct your attention once, but then adjust focus intuitively as needed, you get a calm mind. This is a state worth cultivating, Naval says:

“You can think of your brain, your consciousness, as a multi-layered mechanism. There’s kind of a core base kernel level OS that’s running. Then there’s applications that are running on top.

I’m actually going back to my awareness level of OS, which is always calm, always peaceful, and generally happy and content. I’m trying to stay in that mode and not activate the monkey mind, which is always worried and frightened and anxious, but serves incredible purpose. I’m trying not to activate that program until I need it. When I need it, I want to just focus on that program. If I’m running it 24/7, all the time, I’m wasting energy and it becomes me. I am more than that.”

No matter how much attention you can create, spend it right here, right now. Not up in the future, not down in the past. The most peaceful place on earth is always the present.

Be Water, My Friend

This is all very confusing and paradoxical, which is the perfect indicator that it’s natural.

Even if you had 100% of your attention at all times, you would choose to turn on the autopilot occasionally. Watching a movie, reading, music, or sensory experiences, like being outside, eating, swimming, you want your mind to wander during those. Creativity, inspiration, love, that’s when they happen.

At the same time, frantically chasing impulse after impulse, without any awareness of where your attention goes, would be equally disastrous. Who’s planning your goals, checking your direction, paying the bills, if you’re busy slinging feces at the other monkeys in the park?

So, what do we make of this imbalance? Let the pendulum swing, for true control comes from the inside. To lead an empowered life, you needn’t command what happens in it.

Know that while behavior change is helpful, it’s a pebble in the powerful river that is your mind. Remember to look inward and work with what you have. Choose where to go and when to flow. Don’t escape, exist.

Pay attention to your attention, and you’ll always be on your way.


This post is the last in my AntiTech series, where we use technology to fight technology in order to get back what we lost: our time and our attention. You can find an overview here.
How To Make Better Decisions Cover

How To Make Better Decisions

In 1970, economist George Akerlof published a paper called The Market for Lemons: Quality Uncertainty and the Market Mechanism, in which he described an idea that would keep researchers busy for decades: adverse selection.

The concept describes a type of market inefficiency. When buyers and sellers have different information about the goods or services being sold, whichever party knows more can dictate the outcome of the transaction.

For example, sellers of used cars know whether their vehicle is of good quality or breaks down every ten miles, (a so-called ‘lemon’) but potential buyers don’t. As a result, sellers overcharge. Akerlof dubbed this phenomenon ‘asymmetric information’ and predicted a market death spiral in which, theoretically, no one would want to buy a car.

Of course the real used car market is very much alive, however inefficient. While measures to mitigate information asymmetry have been introduced, such as extended guarantees, inspections, and certifications, people still get ripped off every day.

But why? Akerlof received the Nobel prize in economics for his discovery and today, almost 50 years later, every US state has its own variant of the ‘Lemon law’ to protect consumers. Yet, we still make bad decisions, not just in purchasing goods, but everywhere.

And we really have no excuse to.

Avoidance Is Expensive

There are two types of capitalism: the kind that solves real problems and the kind that peddles placebos. The latter thrives on information asymmetry. In fact, it’s the only reason it works.

While con artists and scammers have been around for millennia, they’ve had to be a lot more creative since the rise of the internet. The wide dissemination of information at no cost has shrunk the gap a lot. Or rather, it’s increased how much we can shrink it ourselves. What used to be mostly a game of luck has now become a game of effort, but we avoid it just the same.

Take this picture of a turtle, for example.

It’s beautiful, isn’t it? While it’s a fantastic way to elicit emotions and get you to daydream about your next vacation, you don’t know where I took it from. But you could find out, thanks to Google Image Search.

With some more effort, you could even determine what kind of camera was used, where it was taken, who the photographer was, and ask them for more details. The question is, if I used this picture to try and sell you an all-inclusive trip to the Bahamas, would you?

Most of us don’t. We’re happy to comply when others prompt us to make decisions with as little context as possible. We form opinions based on headlines, pass judgements after reading tweets, and glance at pictures without demanding the frame they came in.

That’s what information asymmetry is at its core. A lack of context. It’s baffling how often we choose to decide under its influence, despite having all the tools we need to fight it.

Here are three that help you define, set, and leverage context to improve every single one of your decisions.

1. Knowing What You Know

One of Warren Buffett’s most popular mental models is the circle of competence. In a 2017 documentary, he describes it as follows:

“I can look at a thousand different companies and I don’t have to be right on every one of them, or even 50 of them. So I can pick the ball I want to hit. The trick in investing is just to sit there and watch pitch after pitch go by and wait for the one right in your sweet spot. And the people who are yelling ‘swing, you bum,’ ignore them.”

Knowing what you know increases the probability of your assumptions being right and thus helps you decide with confidence. Whatever lies outside of that circle is nothing but smoke and mirrors, but you can afford to ignore it, because you’re not going to take shots in the dark.

What’s remarkable is how small a circle we can get away with, yet still be successful. You could specialize in producing, selling, or investing only in tetracycline antibiotics, and that’d be more than enough to keep you busy for a lifetime.

To find the border of that circle early, we must walk to the edge, peer over, and maybe run a few low-risk experiments. But once we’ve set the perimeter, we can build a huge web of context inside it, while ignoring all the noise on the outside.

2. Knowing What You Don’t Know

In video games, it’s very common for the map of the terrain to be unknown when you start playing. Only as you move around do you uncover patches of the area, which then slowly begin to form a complete picture.

No matter how many black spots are left, keeping track of where they are allows you to shine your proverbial flashlight on them later, but not go there before you’re ready. There’s lots of smoke outside your circle, but that too is finite, at least for any particular decision. Knowing that boundary has value.

The more you optimize your life, the less you’ll have to step outside your circle of competence, but sometimes, life forces you to. It’s impossible to pick the perfect job when completely switching career fields, but being aware of how little you know, you can consult with experts, steer clear of big responsibilities at first, and prioritize what you’ll learn.

Even saying “I don’t know” out loud provides relief, makes it easier for others to empathize, and is more often seen as a sign of professionalism, rather than weakness.

3. Knowing How Much You Need To Know

Once you’ve determined where your wisdom ends and how much there is to attain for your specific decision altogether, another question presents itself, and it makes all the difference: how big is the gap between the two?

Former Secretary of State Colin Powell placed the ideal amount of information needed to make an educated decision between 40% and 70% of the total that’s available. Ideally, he says, you’d always keep waiting for more context at less than 40%, but never procrastinate after you’ve got 70% of the data.

No two situations are alike and this isn’t a hard rule, but thinking about whether you can push the edges of your circle of competence, and how far you’d have to drive them to avoid complete failure, is worth your while.

For example, if a stranger passes you in the street and doesn’t return your smile, your gut might tell you “this person’s arrogant.” However, armed with nothing but their appearance, you clearly have less information than you need to make that call.

Similarly, spending two whole afternoons to decide which out of three $50 backpacks you buy might be overdoing it, especially if you make $50/hr or more.

These are oversimplified, but the principle stands. Don’t let perceived urgency pressure you into sub-par decisions. Ask, search, and wait for what you need to pick not just an option that will do, but the option that’ll do best in your circumstances.

The Diet of the Wise

When Warren Buffett first took an interest in financial markets, there was no internet, yet he chose to fight information asymmetry regardless. It surely must have been an uphill battle, reading all those books, complicated financial reports, and whatever else he could get his hands on.

Yet here we are, history’s entire knowledge at our fingertips, often failing to google, go beyond the headline, or read the blurb of a book, let alone the whole thing. We’re too lazy to read and too busy to think, when that’s the diet of the wise. Better yet, it’s close to free.

In a fully connected world, information is only as asymmetric as you allow it to be. You have all the tools you need. Use them to build context. Avoid environments that force your hand. Know what you don’t know. Resist the temptation to move too quickly.

If your good decisions compound, maybe we’ll read about you someday.

Self-Improvement Has Made Me Worse Cover

Self-Improvement Has Made Me Worse

When Batman meets Superman for the first time in Dawn of Justice, you instantly know who’s in charge and who’s in trouble.

Source

After crashing the Batmobile and interrupting Bruce Wayne on his rogue mission, Superman tells him to ‘bury the bat’ and let it go, putting mercy before justice. Of course Batman doesn’t, swearing revenge.

Lately, I feel a lot like Superman in this scene. With a stern look on my face, I swoop in to try and fix other people’s mess, but don’t get much credit for it. This is a cause for concern, but not about those other people, about me.

A lot of us strive to become superhuman, but this pursuit has a shadow. It looms ever closer and if we don’t watch out, it’ll swallow us whole.

Despite our best intentions, self-improvement can make us worse.

When Mindfulness Isn’t Optional

Over the past three years, I’ve gotten really good at noticing things. Not just about myself, but others too. In fact, I now can’t not notice things.

I notice when 10 out of 10 people on the subway are on their phone, when the dude in front of me is switching only between his sports betting account and Tinder and when the guy four seats over wastes all his time instead of working. I notice people who are always late, always behind and always broke and I can pinpoint exactly what needs fixing.

Now, I finally noticed that all this noticing is driving me nuts. I’d love to say “I don’t mind” and mean it, but it’s never true. I do mind. I mind everything.

Mindfulness is a gift when it’s directed inward, but outward? Not so much. It’s a good thing to realize you’re biting your nails, but constantly observing other people’s behavior? That’s a curse.

Why?

Comparison Is the Road to Madness

Mark Twain remarked that “comparison is the death of joy.” But, and this is worse, it’s also the birth of misery.

Comparing ourselves is an instinct as fundamental as survival itself. If Gronk can outrun the bear, pick the right berries and get the pretty neanderthal lady, maybe you should be more like Gronk. In a modern society built mainly on and for individual freedom, however, this is useless.

And yet, every notice is a new chance to compare. He eats well, I should eat better. She wastes time, I’m more productive. Even if we rationally estimate our own abilities, comparing still hurts us, an Oxford study suggests:

“The findings potentially have implications for social interactions in the workplace as well as clinical disorders such as depression.”

Interesting, right? Confidence and clinical depression can have the same source: comparing yourself to others. Most of the time, the results of your comparisons don’t even matter.

You’ll land in a bad place anyway.

Judgement Is Never Just

Most people make poor choices. They don’t want to worry about money, or getting up early, or if what they do matters. They, however, would never consider these choices poor. That label is pure judgement on my part.

The problem is that with so much mindfulness, millions of mini comparisons, judgement itself becomes a habit. This is a common side effect of self-improvement. Since it’s all about getting better, you’re left with only two opinions of other people:

  1. They’re better than you.
  2. You’re better than them.

Whichever one you settle on, you lose. This is self-improvement’s dark secret.

The Price of Self-Improvement

When you constantly compare yourself and decide you’re worse, you spiral into depression. But what happens when you think you’re better?

Imagine you’re Superman. You don’t need to compare, you have actual proof: you can’t die, you know everything and you’re physically stronger than anyone. You’re the ultimate success in self-improvement.

Unlike most of us, Superman didn’t choose his superiority, but he paid the same price: loneliness.

Sebastian Marshall perfectly described it in an essay 6 years ago:

You know what I think it is? You won’t be understood once you step off into the abyss. The more you do it, the more people won’t understand.

The second guy I mentioned, the effort guy? He’s got coworkers right now he can commiserate with who understand him. The business idea I mentioned to him doesn’t exist right now and there’s a demand for it. His income is such that even with a low price point he could still make 2x-3x what he’s making now and fulfill a market need.

But then what? Then he’s the only guy doing this thing. No commiseration. People won’t understand him as much. And the more you do that, the more people don’t understand. If you keep taking all those edges that no one else will, pretty soon your neighbors don’t understand you, can’t understand you.

It’s just you.

The higher you climb on the mountain, the thinner the air gets. More success, fewer fellow climbers, until you’re left with only one truth:

You’re the best, but you’re alone.

The internet is full of posts telling people how they can become the best. Be more creative, more productive, more aware. But once you achieve that, once you’re better, faster, stronger, how do you blend back in?

Even if you become superhuman, you’ll still spend your life among mortals. How do you deal with that? I see no posts about this issue.

We’re so worried about acquiring power — over our minds, our bodies, our time — that we forget learning how to use it responsibly to serve the world we live in.

And so, often, by the time we get it, we’re victims of our own success.

Running From Mediocrity, But Where To?

It all happens slowly, of course. One day you opt out of binge drinking, the next you tell your friends to get their shit together and two years later, you run your own dev shop while they extended yet another semester.

You notice, you compare and through the years, you silently collect millions of judgements until you conclude you’re alone. You might succeed in self-improvement, but fail in being human.

This is the dangerous path many of us are on. I know I am. I must find a way to turn off my comparison machine, because it’s been running too long already. That’s the big, wicked twist of the story.

In that scene from the beginning, I’m not Superman. I’m Batman.

A lot of us are. The frustration from the loneliness of our path makes us bitter, impatient, and angry. So we abandon our true mission, one comparison at a time, until we can retreat only into our lonely cave of judgment. Not despite, but because we come out on top.

You may feel you’re ready to pay the toll of self-improvement, but you still might not like who you turn into. We think we’re improving ourselves, when actually, we’re becoming the villain of our own story.

If you run away from mediocrity, but right into malice, what good does it do?

On Sweeping

For Clark Kent, the option to compare went out the window when he was a child. The moment he pushed the first school bus out of the river, any doubts were gone: if he goes rogue, we all die. Lucky for us all, before putting on his cape, Superman turned his powers inward.

That’s what we must do and it’s much more important than how much power we have. The problem is neither other people’s indifference to, nor our obsession with self-improvement. It’s the comparison that stinks.

Be better for the sake of being a better you, not better than everyone else.

There’s not much to gain from Pomodoro timers and dollar cost averaging for the people who enjoy their lives precisely for the lack of those things. It just so happens that because I care about self-improvement, I care about you-improvement too. Because then we could nerd out together. But we can’t and so I feel lonely.

It is my duty to deal with that loneliness and make sure it doesn’t drag me down. There is no ‘other people’s mess’. Just my mess. Nothing to swoop in for. The dirt is in front of my own doorstep, waiting for me to sweep.

You have a dirty doorstep too. Only if we all sweep will our streets be clean.

Superman Is Dead

When the world asked him to, Superman turned himself in. When the world asked him to, Superman appeared in court. Knowing full well the rules did not apply, he abided by them anyway, for the sake of the greater good.

Source

In a sick twist of fate, meeting the renegade bat led to his doomsday. As the ultimate of human evolution, Superman paid the ultimate price. It’s what makes it so hard to get out of the trap: You can be a saint and still lose.

That’s why the movie is beloved by hardcore fans, but commercially, far from the success it should have been. We don’t want to see the hero do everything right and then die. We know life’s not fair, but we hate to be reminded of this reality.

And so, as he tries to build a new team of heroes in a post-Superman world, Batman is too late when he realizes it was never his turn to judge:

Alfred: “You’ve got a team here!”

Bruce Wayne: “Superman could bring this team together better than I ever could. His strength…”

Alfred: “Doesn’t matter how strong you are or what abilities you
might have…”

Bruce Wayne: “He was more human than I am.”

— Silence —

Bruce Wayne: “He lived in this world. Fell in love, got a job. Despite all that power. The world needs Superman.”

Finally, Batman learns a true hero is not defined by the superiority of his power, but by the times he chooses to wield it. This moment is called a Harajuku Moment. Coined by Chad Fowler, Tim Ferriss defined it in The 4-Hour Body:

“It’s an epiphany that turns a nice-to-have into a must-have. There is no point in getting started until it happens. No matter how many bullet points and recipes I provide, you will need a Harajuku Moment to fuel the change itself.”

We all need such a moment in our quest for self-improvement. You have to acknowledge you’re not a hero to start acting like one. I had mine when I read this quote in The Daily Stoic by Ryan Holiday:

“When philosophy is wielded with arrogance and stubbornly, it is the cause for the ruin of many. Let philosophy scrape off your own faults, rather than be a way to rail against the faults of others.” — Seneca

Superman is dead. We must become our own heroes, or his sacrifice was in vain. I don’t know where you’ll find your Harajuku Moment, but you need one. Until then, until we learn to use our powers, the best we can do is ask:

What would Superman do?

Most of the time, he would probably just keep sweeping.

A Phone Setup That Will Make You More Mindful Cover

A Phone Setup That Will Make You More Mindful

Note: This guide is for iPhone users, but all optimizations are transferable to other brands and operating systems.

If your phone was more like your toothbrush, your life would be a lot better.

Your toothbrush is the greatest tool of all time. Why? You only use it when you’re supposed to, for as long as you need to and never forget what it’s for.

A great tool serves only one purpose: to put control in your hands at all times, whether you’re wielding it or not.

That makes your phone a lousy tool at best. It constantly clamors for your attention and, once it has what it wants, never lets go. According to the latest Nielsen report, we spend 2.5 hours on our phones, every single day. I can’t see why anyone would need to use their phone 17.5 hours a week, unless they work part-time at a call center. Can you?

Your phone is your toothbrush’s arch enemy, trying to suck as much energy out of you as it can. Today, we’re going to change that. In a few easy steps, we’ll turn your phone into a mindfulness enhancer, making it the useful tool it was always meant to be.

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How to Find Passion for Work Cover

How to Develop Passion for Your Work

It was almost dark. The white Chevy was rattling along the road. I don’t remember who was driving. In the dusk, two road signs emerged. One said ‘Cancun,’ pointing straight ahead, the other ‘Aeropuerto,’ directing to the right. For some reason, we took the right when, actually, we needed to just drive on.

“Sh*t, we have to turn around. And our gas is low.”

In Mexico, there are few exits off the highway. Hence, they have something called a ‘Retorno.’ It’s a U-Turn, right on the highway. But they only show up every few miles.

Not sure whether we’d make it, we kept driving until we found one. We turned around, and, after a 25-mile detour, barely made it to the next gas station.

What’s the lesson here? We occasionally miss the forest for the trees and get lost. That’s okay. But it also means that sometimes, we have to turn around 180 degrees to get to our destination.

Today is about making such a turn, but one that’s much more important than the one I made five years ago in Mexico. It’s a turn that, once you make it, will fix the relationship you have with your passion and your work.

Stuck in Passion…

From 2010 to 2014 I was extremely passionate about entrepreneurship. I also made zero dollars as an entrepreneur. I generated hundreds of business ideas.

There was the lunchbox that heats up your lunch, the site that matches self-made lyrics with self-made beats from different people and the bakery that’s open nights. The vitamin popsicles for babies, the How I Met Your Mother sightseeing tours and of course the restaurant that runs on iPads.

Sometimes, I even took the next step. Like when I asked Milka if they let me resell the broken chocolate that never makes it out of the factory.

They didn’t.

We could have been so great together.

What was the problem? Besides passion, I had not much to act from. Always enthusiastic, never productive. I made the same mistake — the only mistake — all people driven solely by passion make:

I stopped. Over and over, I stopped.

Seth Godin calls this “thrashing” in Linchpin:

“Thrashing is the apparently productive brainstorming and tweaking we do for a project as it develops. Thrashing might mean changing the user interface or rewriting an introductory paragraph. Sometimes thrashing is merely a tweak; other times it involves major surgery. Thrashing is essential. The question is: when to thrash?”

When it comes to projects, any project, really, thrashing early is a good thing. You argue until every detail is set. Then you work until the deadline comes and ship. Thrash too late and you’ll never ship on time, sometimes not at all.

“The habit that successful artists have developed is simple: they thrash a lot at the start, because starting means that they are going to finish. Not maybe, not probably, but going to.”

There’s only one problem: You can’t thrash your way to your passion.

It’s just an idea we’ve been sold on so much that we never dared questioning it. In So Good They Can’t Ignore You, Cal Newport calls it “the passion hypothesis:”

“The key to occupational happiness is to first figure out what you’re passionate about and then find a job that matches this passion.”

This is a great problem to spend your time on, because you can do it forever. Unlike the user interface design for your food scanning app, it’s unsolvable. There’s no passion meter in our brains that tells us “yup, I’m 7 degrees more passionate about this abstract idea than this one.”

That’s why so many of us spend years, in my case four, being stuck in passion, and it slowly drives us insane. Ryan Holiday calls it “the passion paradox” in Ego Is the Enemy:

“If the definition of insanity is trying the same thing over and over and expecting different results, then passion is a form of mental retardation — deliberately blunting our most critical cognitive functions. The waste is often appalling in retrospect; the best years of our life burned out like a pair of spinning tires against the asphalt.”

As if that wasn’t bad enough, we’re stuck at work too.

…Stuck at Work

Throughout my four years of passion thrashing I didn’t just not make progress, I also paid another, more subtle, but even more severe price: I was constantly unhappy with what I was doing at the time — studying for college.

“This isn’t what I want to do. I need to find my passion or I’ll be stuck in this career path forever,” I would tell myself. Of course it’s exactly this self-induced pressure that kept me stuck.

That’s what makes the passion hypothesis so dangerous, Cal says:

“The passion hypothesis convinces people that somewhere there’s a magic “right” job waiting for them, and that if they find it, they’ll immediately recognize that this is the work they were meant to do. The problem, of course, is when they fail to find this certainty, bad things follow, such as chronic job-hopping and crippling self-doubt.”

The result is Resistance, as Steven Pressfield labeled the invisible force that keeps us from getting things done in The War of Art. Constant Resistance against our current stop in life, against the people we work with and against the jobs we’re tasked with right now.

It happens to the best of us. Sometimes we’ve long found our passion, but are so busy thrashing that we can’t see it. We don’t hear our calling and so no work gets done. Take George R. R. Martin, for example. Brilliant guy, but, talking to Stephen King, he can’t help but admit his capitulation to Resistance:

“How the f*ck do you write so many books so fast? I think, ‘Oh I’ve had a really good six months. I’ve written three chapters.’ And you’ve finished three books in that time.”

This particular manifestation of Resistance is one of its meanest tricks. It tells us we’re the victim. Steve notes in the book:

“A victim act is a form of passive aggression. It seeks to achieve gratification not by honest work or a contribution made out of one’s experience or insight or love, but by the manipulation of others through silent (and not-so-silent) threat. The victim compels others to come to his rescue or to behave as he wishes by holding them hostage to the prospect of his own further illness/meltdown/mental dissolution, or simply by threatening to make their lives so miserable that they do what he wants.”

That way, we can continue complaining about the misery of our current line of work, without really having to do anything about it. “Yeah, work sucks, but…gotta pay the bills, right? I hope I soon find my passion.”

Damn. That’s one giant quagmire we’ve maneuvered ourselves into here. How the hell do we get out of that?

What If You Did the Opposite?

Maybe, like me and my friends, driving on that lone road in Mexico, all we have to do is turn around. Take the retorno. Drive in the opposite direction.

What if, instead of thrashing through different passions, you just picked one and treated it like a profession? What if, instead of moaning at work, you just pretended it’s your dream career?

What if you made a U-turn from passion to profession and vice versa? A P-Turn, if you will.

The great minds we learned from so far think it’s a great idea. And so do I.

Treat Your Passion Like Your Profession…

As we’re thrashing through our passions, we inevitably reach a point of confusion with each one. Welcome to The Dip. At this point, we’ve done all the brainstorming, the convincing and maybe even some planning or other busywork.

But then, we look at what lies ahead…and we poop our pants.

Let’s…not do that.

That’s why most of us are serial quitters. It’s like constantly switching lines in the supermarket: with each switch, you lose time and start over, ultimately taking longer than whoever just stuck with their queue. Seth says this isn’t limited to grocery shopping:

“There are queues everywhere. Do you know an entrepreneur-wannabe who is on his sixth or twelfth new project? He jumps from one to another, and every time he hits an obstacle, he switches to a new, easier, better oppor­tunity. And while he’s a seeker, he’s never going to get anywhere.

He never gets anywhere because he’s always switching lines, never able to really run for it. While starting up is thrilling, it’s not until you get through the Dip that your ef­forts payoff.

Countless entrepreneurs have perfected the starting part, but give up long before they finish paying their dues. The sad news is that when you start over, you get very little credit for how long you stood in line with your last great venture.”

But what’s the opposite of serial quitting? Turning Pro, if you ask Steve Pressfield.

“When we turn pro, everything becomes simple. We now structure our hours not to flee from fear, but to confront it and overcome it. This changes our days completely. It changes what time we get up and it changes what time we go to bed. It changes what we do and what we don’t do. It changes the activities we engage in and with what attitude we engage in them.”

The distinction is so clear that even the choice itself turns into a vivid memory, Steven says:

“I can state absolutely that the term of my life can be divided into two parts: before turning pro, and after.”

What’s more, we’re all pros already. Where? At the very same jobs we now hold and despise so much. How so? Steve made a list:

1. We show up every day. 
2. We show up no matter what.
3. We stay on the job all day.
4. We are committed over the long haul.
5. The stakes for us are high and real.
6. We accept remuneration for our labor.
7. We do not overidentify with our jobs
8. We master the technique of our jobs.
9. We have a sense of humor about our jobs.
10.We receive praise or blame in the real world.

Imagine what might happen if you just picked one of your many ideas, just one thing you like, and treated it like your paycheck depended on it. How much more likely would you be to finally make it through the dip — any dip — that brings you closer to your goals? A lot.

You might even start to like your job.

…and Your Profession Like It’s Your Passion

The attitude of a detached professional is in stark contrast that of the passionate amateur. Cal Newport calls it “the craftsman mindset”:

“I’ve presented two different ways people think about their working life. The first is the craftsman mindset, which focuses on what you can offer the world. The second is the passion mindset, which instead focuses on what the world can offer you. The craftsman mindset offers clarity, while the passion mindset offers a swamp of ambiguous and unanswerable questions.”

This mindset is exactly what you teach yourself when you work on your passion like a pro. And with it comes motivation. Lots of it. Daniel Pink knows why. In his TED talk, he explains why the carrots and sticks approach to motivation is dead:

“Our business operating system — think of the set of assumptions and protocols beneath our businesses, how we motivate people, how we apply our human resources — it’s built entirely around these extrinsic motivators, around carrots and sticks. That’s actually fine for many kinds of 20th century tasks. But for 21st century tasks, that mechanistic, reward-and-punishment approach doesn’t work, often doesn’t work, and often does harm.”

It’s true. We don’t like our jobs if all they do is pay the bills and that’s why we chase passion in the first place. We. Want. More. But what more? Dan knows that too. He proposes a new model, which he calls “Motivation 3.0,” in his book Drive:

“That new operating system for our businesses revolves around three elements: autonomy, mastery and purpose. Autonomy: the urge to direct our own lives. Mastery: the desire to get better and better at something that matters. Purpose: the yearning to do what we do in the service of something larger than ourselves. These are the building blocks of an entirely new operating system for our businesses.”

Easy as A-M-P.

What makes these three elements so powerful? Well…

Autonomy

Besides annual hack-a-thons and Google’s 20% time, companies embracing a ROWE — Results Only Work Environment — really take autonomy to the next level, Dan says:

“In a ROWE workplace, people don’t have schedules. They show up when they want. They don’t have to be in the office at a certain time or any time, for that matter. They just have to get their work done. How they do it, when they do it, and where they do it is up to them.”

What happens? According to Dan:

“Almost across the board, productivity goes up, worker engagement goes up, worker satisfaction goes up, turnover goes down.”

Mastery

If you’ve ever played a mind-numbingly simple video game, you’ve experienced the power of mastery firsthand within minutes. Take Tiny Wings, for example:

Tap…aaaand hooked.

The only thing you have to do is tap and hold the screen. And yet, the first time you lose, you must get better. To the pro, attempting to achieve mastery feels as natural as breathing, Steve notes:

“The professional respects his craft. He does not consider himself superior to it. He recognizes the contributions of those who have gone before him. He apprentices himself to them. The professional dedicates himself to mastering technique not because he believes technique is a substitute for inspiration but because he wants to be in possession of the full arsenal of skills when inspiration does come.”

Purpose

The reason purpose overpowers passion is that passion pertains to what you want, while purpose emphasizes what you’re willing to give up for it. Ryan makes the distinction clear:

“Passion is about. I am so passionate about ______. Purpose is to and for. I must do ______. I was put here to accomplish ______. I am willing to endure ______ for the sake of this. Actually, purpose deemphasizes the I. Purpose is about pursuing something outside yourself as opposed to pleasuring yourself.”

Since purpose knocks out our ego, it allows us to approach our work with a sense of realism, some distance and a healthy dose of intimidation from what we’re trying to do. In a nutshell:

“Passion is form over function. Purpose is function, function, function.”

Which One’s the Unlock?

This is it. The foundation of the work ethic we all want so badly. Autonomy, mastery and purpose are what help us push through the dip — and part of the reason why we’ve fallen for the passion hypothesis in the first place. It dangles autonomy and purpose right in front of us, but it hides the most controllable aspect: mastery.

Mastery is a gateway to autonomy and purpose.

The assistant who masters scheduling may soon join business meetings. If she keeps doing well, she’ll get promoted. Suddenly, she has a team to care for. A task bigger than herself. Autonomy and purpose have naturally followed from mastery.

Wait a Second…

Did you catch it?

While this new model of Motivation 3.0 is built-in when you chase your passion like a pro, there is something else about it worth noting: None of these things indicate the type of work you choose. It doesn’t matter what you work on.

Autonomy, mastery and purpose are all about how you work, not what you do.

In Cal’s words:

“Working right trumps finding the right work.”

Or, in Seth’s:

“Transferring your passion to your job is far easier than finding a job that happens to match your passion.”

Since no job will magically shower you with passion and motivation can be found entirely in how you work, not what you do, you can find autonomy, master and purpose not just in your favorite job, but in any job. Even the one you have right now. And you can use mastery to unlock those you don’t already have.

As it turns out, turning pro works. Everywhere and always. Chances are, you don’t need a new job. You just have to do the one you have like you really mean it.

Once Upon a Time in Mexico

I don’t remember the day, but I remember the decision. “I’m going to write at least 250 words each day.” I did that for six months. Then I wrote 1,000 words every day for a year. And then some more.

It was only when my passion for entrepreneurship degenerated into a daily writing habit that I finally started making progress. What’s more, it allowed me to stop complaining about college and take responsibility. Not just for studying, but for whatever my task is. No matter how menial.

When you’re a craftsman, all work serves a purpose.

Passion, profession, it all blurs together, because you always see work for what it truly is: an opportunity to get better. That’s the real power of making the P-turn. Unlike me in Mexico, you can turn around whenever you want to.

So why not make it right now?

This Framework Will Make You Better at Changing Your Habits Cover

This Framework Will Make You Better at Changing Your Habits

“To be yourself in a world that is constantly trying to make you something else is the greatest accomplishment.” 

— Ralph Waldo Emerson


We always tell each other to just “be ourselves.” Have a presentation or talk to give? Just be yourself. A job interview? Just be yourself, you’ll do fine. A party or date to go to? Just be who you are.

Just. I hate that word. Nothing easy ever follows it.

The reason we constantly have to reassure one another that it’s okay to be ourselves is that it’s the hardest thing in the world. It’s based on two lofty assumptions:

  1. You know who you are.
  2. You’re comfortable expressing it in any setting.

Most of us can say neither for ourselves. At least not to the degree we’d like to. I hope what follows alleviates some of that pain.

What You Should Know About Yourself

Soul-searching is a great hobby. You’re never done. The question is: where does self-exploration stop being useful? For me, the following framework marked a clear milestone.

When I first started coaching on coach.me, Tony Stubblebine graciously sent us a book that influenced my coaching a lot. It’s also helped me understand my own behavior a lot better. The name of that book was Better Than Before.

Gretchen Rubin, a former lawyer turned researcher, author and human behavior aficionado, wrote it in 2015, to much acclaim and success. One of the key ideas, if not the centerpiece of the book, was a personality framework called “The Four Tendencies,” which she later expanded upon in its own book of the same title.

Using this framework will help you understand how you deal with your internal and external expectations. This’ll allow you to better manage your life and work. What’s more, you can try to spot other peoples’ tendencies, which’ll help improve your relationships.

Here’s what it looks like:

Where Does This Idea Come From? Well…

When we’re babies, no one expects us to do anything. Our parents celebrate it when we eat, clap when we poop and let out a huge sigh of relief when we finally fall asleep.

As we grow up, this changes. Fast. It starts with “clean your room,” soon turns to “you need to contribute to the household” and ends with “you have to take care of yourself now.”

Most of us aren’t ready for all the expectations the world piles onto us, let alone the internal ones we have of ourselves that add to the pressure.

And yet, somehow, we deal with them. We learn, we struggle and over time, hopefully we get better. All of this, our approach to dealing with our internal and life’s external expectations, is formed subconsciously.

The Four Tendencies framework helps you identify this approach and trust me, there’s a lot to discover. Each tendency is linked to a specific strategy for dealing with the two kinds of expectations we face: resisting or meeting them.

Here’s a little cheat sheet you can use to identify yourself, remember what’s distinctive for each type and how to deal with them better:

1. Upholders

Upholders meet inner and outer expectations. They love rules, having a clear plan and are self-motivated and disciplined. Clearly tell them what needs to be done and they’ll lead the way.

2. Questioners

Questioners meet their own expectations, but resist outer ones. They need to see purpose and reason in anything they do. Make it clear why what you want from them is important.

3. Obligers

Obligers meet other peoples’ expectations easily, but struggle with their own. The must be held accountable by a friend, coach or boss to get things done. They thrive when they have a sense of duty and can work in a team.

4. Rebels

Rebels defy both outer and inner expectations. Above all, they want to be free to choose and express their own individuality. Give them the facts, present the task as a challenge and let them decide without pressure.

It’s pretty easy to recognize yourself based on those descriptions alone, but if you’re not sure, you can take a quiz Gretchen designed specifically to help you find out.

How Can This Help You Change Your Habits?

Expectations are a huge determinant of what we do. You juggle all the hopes people have for you, mixed with those you have for yourself. Based on that mix and your tendency, you determine the right middle ground.

Meet…or resist?

Is this still okay? What’s a no-go? Who must I live up to? Who do I disappoint? How much? How often?

Constantly faced with this stressful tradeoff, we default to what our tendency dictates. Meet inner, resist outer. Resist inner, meet outer. And so on.

Knowing what your default is makes it a lot easier to adjust your environment in a way that makes the default lead to the outcome you want.

For example, as an Obliger, forcing yourself to meet a friend at the gym will make it easier to actually go there. A rebel needs the freedom to choose to work out without pressure, and a Questioner might want to keep a list of health benefits ready.

Know your tendency, know your goal, adjust expectations. That’s the idea.

A Word of Advice

It’s easy to get carried away with this stuff. That’s dangerous. When you chisel your tendency in stone, you might know one thing more about yourself and you might even accept it, but you’ll also turn it into an excuse and stop believing that you can change. That’s not the point of this exercise.

Instead of putting yourself in a box, use this concept to get to know yourself better. Identify your strengths, weaknesses, and improve your relationships with others. Be mindful of their tendencies, not just your own. And remember that human behavior is fluid. No personality test can pigeonhole you. Unless you let it.

After all, no matter how much we learn from them, life isn’t lived in frameworks and books, but in the real world, among people. People like you and me, figuring out who they are. Searching, so they can start being themselves.

If you treat them right, maybe they’ll let you do just that.

How To Fight Anxiety Cover

How To Fight Anxiety

We spend all of our waking hours chasing goals. More money, more leisure, more everything. In doing so myself, I recently stumbled upon an insight that stopped me in my tracks.

In 1951, Alan Watts wrote in The Wisdom of Insecurity:

“I have always been fascinated by the law of reversed effort. Sometimes I call it the ‘backwards law.’ When you try to stay on the surface of the water, you sink; but when you try to sink, you float. When you hold your breath, you lose it — which immediately calls to mind an ancient and much neglected saying, ‘Whosoever would save his soul shall lose it.’”

But isn’t that all we do? Struggle to stay afloat? We set goals we think will make us happy, then we dive in. And so we sink. A lot. Back then, Watts said about the book:

“It is written in the conviction that no theme could be more appropriate in a time when human life seems to be so peculiarly insecure and uncertain. It maintains that this insecurity is the result of trying to be secure, and that, contrariwise, salvation and sanity consist in the most radical recognition that we have no way of saving ourselves.”

If Watts thought 1951 was uncertain, I wonder what he’d say in 2017. The book’s subtitle, ‘A Message for an Age of Anxiety,’ may be even more appropriate today than it was when it came out.

Watts’s message sounds gloomy, but reveals valuable lessons, if we dare to look closer.

Setting Goals Makes You Sad…

All is well, you go to work, live your life and nothing too crazy happens. That’s baseline happiness, according to NYU social psychologist Jonathan Haidt. In The Happiness Hypothesis, he explains that no matter how far we deviate from this baseline level, we always regress back to the mean:

“We are bad at “affective forecasting,” that is, predicting how we’ll feel in the future. We grossly overestimate the intensity and the duration of our emotional reactions. Within a year, lottery winners and paraplegics have both (on average) returned most of the way to their baseline levels of happiness.”

Imagine you’re at this base level. Now, you set a bold, new goal. You want a Ferrari. Or more confidence. Or a girlfriend. Looking at your happiness mathematically, the following happens:

You, at baseline happiness = 0.
You, after reaching your new goal = 0 + X.

To close the gap between now and the future, you have to solve this equation: 0 = 0 + X

Subtract X on both sides and you get:

You, currently in lack of your new goal = 0 – X.
You, after you attain X and fill the hole = 0.

All you’ve done is made yourself worse off than before. A lottery win is a sudden amplification of your happiness. A big goal is an expectation of the future that reduces your contentment with the present.

In order to desire, you first have to acknowledge something’s missing. It’s this intent focus on what we’re lacking that makes us miserable. We’re placing ourselves in front of artificial trenches that separate us from mostly made up needs.

Since we price the expectation of reaching our goals into our present state, the best we can hope for is to end up back at zero, but not before feeling bad for lacking what we ‘should already have’ for a long time.

…While Being Sad Makes You Happy

However, there’s also a good side to the law of reversed effort. Per Mark Manson’s The Subtle Art of Not Giving a F*ck:

“What’s interesting about the backwards law is that it’s called “backwards” for a reason: not giving a fuck works in reverse. If pursuing the positive is a negative, then pursuing the negative generates the positive.

Everything worthwhile in life is won through surmounting the associated negative experience. Any attempt to escape the negative, to avoid it or quash it or silence it, only backfires.”

Instead of desperately wanting more and then feeling bad for staring into the abysses of our own shortcomings, what if we just accepted them? What if we let our lacks, our mistakes, our flaws just wash over us and be done with it?

Louis C. K. thinks that’s a great idea:

“I started to get that sad feeling and I was reaching for the phone and I said: “You know what? Don’t. Just…be sad. Stand in the way of it and let it hit you like a truck. And I let it come and I pulled over and I just cried. So much. And it was beautiful. Sadness is poetic. You’re lucky to live sad moments. I was grateful to feel sad and then I met it with true, profound happiness.”

Louis was lonely, his goal was connection. To avoid the sadness, he could’ve messaged 50 people until someone wrote back. He would’ve succeeded in connecting but remained miserable deep inside. Instead, he faced his sorrow and had a meaningful experience.

That’s the ironic twist Watts referred to. To avoid real life adversity, we subject ourselves to imaginary pain by chasing false gods. Yet, it is right behind said adversity where true happiness awaits.

If there’s so little to gain from our aspirations and so much from facing our fears, then what’s the way to seek out one over the other?

Everything Is Better When You Care a Little Less

My grandpa ran a little clothes shop in his village for 50 years. While I would’ve freaked out every single day no customer came in, he didn’t try to explain each tiny problem away. Not because there were fewer potential reasons back then, but because finding them rarely solves anything. Sometimes, the best you can do is shrug and clean the counter, because people don’t always need new clothes.

Imagine this: Some days, our grandparents’ only communication with the rest of the world was to walk to the mailbox and pull out nothing but bad news. A relative missing in the war. A whole village being moved.

What did they do? They moved on and went about their day. That’s called detachment. Part of life is that life sometimes sucks. To accept that and not be swayed by it is a skill.

Detachment is great, because no matter where you stand, whether that’s far away from your goals, on top of the highest mountain, or down in the deepest trench while it’s raining, it allows you to do one thing: go on.

But today we don’t go on. We go on Facebook. And Instagram. And Twitter. In search of answers we don’t need, hoping to get a quick fix. Because we care too much. Yet, all we see on highlight media is everyone having ‘the time of their lives.’

And we’re right back to staring at our ditch.

What Detachment Is Not

Detachment can be summed up in three words: I am enough. At least for now. You might have a crooked nose, been single forever or not enough money to buy your dad a cruise, but you know what? That’s okay. It’ll do for today.

I don’t believe detachment will absolve us from chasing goals. That’d be naive. It’s human nature. But don’t put detachment on the other side of the next ditch. “If only I could be more detached, then I’d be happy.” No.

Detachment is not a recipe for happiness. It’s a way to go on living while you wait for happiness to come back.

Detachment is taking care of your shit while your partner figures out their own. It’s not letting your boss’s feedback tear a hole in your self-image. Not adding more suffering in imagination to what you endure in reality.

It is not “I don’t need this.” It’s “I’ll be fine if I don’t get it.” Not right away, anyway. Because every path is longer than we think, with more obstacles than we’d like.

The journey may be the best part, but only if you’re okay with arriving at the wrong end.

How To Set Up Your Mac For Focused Work Cover

How To Set Up Your Mac For Focused Work

Note: This guide is for Mac users, but most optimizations work on Windows too.

We’re 4 days into the week and my RescueTime dashboard shows 39 hours and 46 minutes of logged time. Without knowing anything about what I did, one thing is clear:

I spend A LOT of time staring at my laptop.

More than most people sleep. Chances are, you do too. What if you saved 10% of that time?

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