Derek Sivers

Derek Sivers
The Obstacle Is the Way

- by Ryan Holiday
ISBN: 1591846358
Date read: 2014-06-30
How strongly I recommend it: 8/10
(See my list of 320+ books, for more.)
Go to the Amazon page for details and reviews.
A succinct adrenaline-generating call to clear thinking and rational action. Many

historical examples. Incredibly inspiring.
my notes
THE PATTERN IN EVERY ONE OF THE STORIES IN THIS BOOK:
Something stands in someone’s way.
They stare it down, they aren’t intimidated.
Leaning into their problem or weakness or issue, they give everything they have,
mentally and physically.
Even though they did not always overcome it in the way they intended or
expected, each individual emerged better, stronger.
Have unflappable coolness under pressure.
Keep your head while everyone else loses theirs.
Resist impulse in favor of cold, hard common sense.
when Hurricane Carter walked out of prison, he simply resumed his life. Carter
did not even request an apology from the court. Because to him, that would
imply that they’d taken something of his that he felt he was owed.
There are always people out there looking to get you. They want to intimidate
you. Rattle you. Pressure you into making a decision before you’ve gotten all the
facts. They want you thinking and acting on their terms, not yours.
When you worry, ask yourself, ‘What am I choosing to not see right now?’
The observing eye sees events, clear of distractions, exaggerations, and

misperceptions. The perceiving eye sees “insurmountable obstacles” or “major
setbacks” or even just “issues.” It brings its own issues to the fight. The former is
helpful, the latter is not.
Marcus Aurelius described glamorous or expensive things without their

euphemisms - roasted meat is a dead animal and vintage wine is old, fermented
grapes. The aim was to see these things as they really are, without any of the
ornamentation.
Take your situation and pretend it is not happening to you. How much easier
would it be for you to know what to do?
We often choose the ominous explanation over the simple one, to our detriment.
Don't ignore fear, but explain it away.
Everything changed for George Clooney when he tried a new perspective. He

realized that casting is an obstacle for producers, too - they need to find
somebody, and they’re all hoping that the next person to walk in the room is the
right somebody. Auditions were a chance to solve their problem, not his. From
Clooney’s new perspective, he was that solution. He wasn’t going to be someone
groveling for a shot. He was someone with something special to offer. He was
the answer to their prayers, not the other way around
Socrates had a mean, nagging wife; he always said that being married to her was
good practice for philosophy.
The obstacle is an advantage, not adversity. The enemy is any perception that
prevents us from seeing this.
Demosthenes locked himself away underground - literally - in a dugout he’d had

built in which to study and educate himself. To ensure he wouldn’t indulge in
outside distractions, he shaved half his head so he’d be too embarrassed to go
outside. When he did venture out, it was to learn even more. Every moment,
every conversation, every transaction, was an opportunity for him to improve
We may be able to articulate a problem, even potential solutions, but then

weeks, months, or sometimes years later, the problem is still there. Or it’s gotten
worse. As though we expect someone else to handle it, as though we honestly
believe that there is a chance of obstacles unobstacle-ing themselves. We’ve all
done it. Said: “I am so [overwhelmed, tired, stressed, busy, blocked,
outmatched].” And then what do we do about it? Go out and party. Or treat
ourselves. Or sleep in. Or wait. It feels better to ignore or pretend. But you know
deep down that that isn’t going to truly make it any better. You’ve got to act.
While overpaid CEOs take long vacations and hide behind e-mail
autoresponders, some programmer is working eighteen-hour days coding the
start-up that will destroy that CEO’s business. While you’re sleeping, traveling,
attending meetings, or messing around online, the same thing is happening to
you. You’re going soft. You’re not aggressive enough. You’re not pressing ahead.
You’ve got a million reasons why you can’t move at a faster pace.
The process (path of the craftman) is about finishing. Finishing games.

Finishing workouts. Finishing film sessions. Finishing drives. Finishing reps.
Finishing plays. Finishing blocks. Finishing the smallest task you have right in
front of you and finishing it well.
Everything is a chance to do and be your best.

Victor Frankl: “What is the meaning of life?” As though it is someone else’s
responsibility to tell you. Instead, he said, the world is asking you that question.
And it’s your job to answer with your actions.
Right action - unselfish, dedicated, masterful, creative - that is the answer to

that question.
Two rival American fruit companies wanted to acquire the same five thousand
acres of valuable land. Two different locals claimed to own the deed. United
Fruit dispatched a team of high-powered lawyers. They set out in search of every
file and scrap of paper in the country, ready to pay whatever it cost to win. The
tiny, uneducated competitor just met separately with both of the supposed
owners and bought the land from each of them. He paid twice, sure, but it was
over. The land was his. Forget the rule book, settle the issue.
Søren Kierkegaard would write under pseudonyms, where each fake personality
would embody a different platform or perspective - writing multiple times on
the same subject from multiple angles.
He would rarely tell the reader “do this” or “think that.” Instead he would show
new ways of looking at or understanding the world.
External factors influence the path, but not the direction: forward.
That which blocks our path actually presents a new path.
If someone you love hurts you, there is a chance to practice forgiveness. If your
business fails, now you can practice acceptance.
Always prepare ourselves for more difficult times.
The ancient philosophers. Every bit of the philosophy they developed was
intended to reshape, prepare, and fortify them for the challenges to come. Many
saw themselves as mental athletes
The person ready to be disappointed won’t be.
Things can always be worse. Lose money? Remember, you could have lost a
friend. Lost that job? What if you’d lost a limb? Lost your house? You could have
lost everything.
Nature, in order to be commanded, must be obeyed.
Why on earth would you choose to feel anything but good?
If I can’t solve this for myself, how can I at least make this better for other
people?
Behind mountains are more mountains.
Transform fear into prudence, pain into transformation, mistakes into initiation
and desire into undertaking.

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The Obstacle Is the Way

Go to the Amazon page for details and reviews.

A succinct adrenaline-generating call to clear thinking and rational action. Many

Have unflappable coolness under pressure.

Keep your head while everyone else loses theirs.

Resist impulse in favor of cold, hard common sense.

The observing eye sees events, clear of distractions, exaggerations, and

Marcus Aurelius described glamorous or expensive things without their

Don't ignore fear, but explain it away.

Everything changed for George Clooney when he tried a new perspective. He

Demosthenes locked himself away underground - literally - in a dugout he’d had

We may be able to articulate a problem, even potential solutions, but then

The process (path of the craftman) is about finishing. Finishing games.

Everything is a chance to do and be your best.

Right action - unselfish, dedicated, masterful, creative - that is the answer to

That which blocks our path actually presents a new path.

Always prepare ourselves for more difficult times.

Nature, in order to be commanded, must be obeyed.

Why on earth would you choose to feel anything but good?

Behind mountains are more mountains.

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